Lukas Marek, Jiri Vana, Jan Svoboda, Marketa Svobodova, Jiri Hanusek
Novel synthetic strategy involving the Eschenmoser coupling reaction of 4-bromoisoquinoline-1,3(2H,4H)-diones with substituted thioformanilides, thioacetanilides and thiobenzanilides gave 18 (Z)-4-((subst. phenylamino)-methylidene)isoquinoline-1,3(2H,4H)-diones. The reaction occurs under mild conditions (DMF or MeCN, 25-60 °C) without any base or thiophile and in good yields (43-95 %). Furthermore, for the synthesis of starting thioformanilides carrying basic substituents, a new thioacylation protocol was developed that involves a thioacylating agent formed from CS2 and LiBEt3H.
{"title":"Efficient synthesis of (Z)-4-((subst.phenylamino)methylidene)-isoquinoline-1,3(2H,4H)-diones using Eschenmoser coupling reaction","authors":"Lukas Marek, Jiri Vana, Jan Svoboda, Marketa Svobodova, Jiri Hanusek","doi":"10.1055/a-2198-1589","DOIUrl":"https://doi.org/10.1055/a-2198-1589","url":null,"abstract":"Novel synthetic strategy involving the Eschenmoser coupling reaction of 4-bromoisoquinoline-1,3(2H,4H)-diones with substituted thioformanilides, thioacetanilides and thiobenzanilides gave 18 (Z)-4-((subst. phenylamino)-methylidene)isoquinoline-1,3(2H,4H)-diones. The reaction occurs under mild conditions (DMF or MeCN, 25-60 °C) without any base or thiophile and in good yields (43-95 %). Furthermore, for the synthesis of starting thioformanilides carrying basic substituents, a new thioacylation protocol was developed that involves a thioacylating agent formed from CS2 and LiBEt3H.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2023-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135218356","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
In this article we have focused on the use of selenium in catalysis along with the proposed reaction mechanisms. With the increasing interest in selenium chemistry, we have attempted to highlight the most significant features on this subject, mainly in the last years. Selenium-containing catalysts have a key role in many transformations; for example, those oxidation reactions that should be performed under very mild and controlled conditions. In addition, the weak selenium-oxygen bonding interaction proved to be very useful as a catalytic approach for specific transformations. The catalytic cycles of each appropriate transformation are fully reviewed.
{"title":"Organoselenium Compounds in Catalysis","authors":"Carola Gallo-Rodriguez, Juan Bautista Rodriguez","doi":"10.1055/a-2197-7356","DOIUrl":"https://doi.org/10.1055/a-2197-7356","url":null,"abstract":"In this article we have focused on the use of selenium in catalysis along with the proposed reaction mechanisms. With the increasing interest in selenium chemistry, we have attempted to highlight the most significant features on this subject, mainly in the last years. Selenium-containing catalysts have a key role in many transformations; for example, those oxidation reactions that should be performed under very mild and controlled conditions. In addition, the weak selenium-oxygen bonding interaction proved to be very useful as a catalytic approach for specific transformations. The catalytic cycles of each appropriate transformation are fully reviewed.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2023-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135266667","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Jonas Donges, Andrea Frank, Dieter Schollmeyer, Udo Nubbemeyer
The 2-(1’-hydroxyalkyl) paraconyl alcohols (-)-VB-A and (-)-SCB-5 are known as highly active signaling molecules within antibiotics production in Streptomyces sp. These γ-butyrolactone type compounds are epimeric at the 1’-OH-group. A direct synthesis of (-)-VB-A from (-)-SCB-5 that uses a late-stage inversion of the 1’-hydroxy group is not favored because of side reactions of the carbinol in β-position to the lactone C=O function. Therefore, an orthogonally protected 1,4-diol incorporating the central syn/anti 1’,2,3-stereotriad as described within the (-)-SCB-5 synthesis was used as an advanced intermediate to generate (-)-VB-A, too. A combination of protecting group operations and a 1’-OH group inversion via oxidation and diastereoselective reduction delivered the anti/anti 1’,2,3-stereotriad. Final transformations related to that as described for (-)-SCB-5 enabled completion of the (-)-VB-A-synthesis.
{"title":"Synthesis of (-)-Virginiae Butanolide A (VB-A)","authors":"Jonas Donges, Andrea Frank, Dieter Schollmeyer, Udo Nubbemeyer","doi":"10.1055/a-2195-7907","DOIUrl":"https://doi.org/10.1055/a-2195-7907","url":null,"abstract":"The 2-(1’-hydroxyalkyl) paraconyl alcohols (-)-VB-A and (-)-SCB-5 are known as highly active signaling molecules within antibiotics production in Streptomyces sp. These γ-butyrolactone type compounds are epimeric at the 1’-OH-group. A direct synthesis of (-)-VB-A from (-)-SCB-5 that uses a late-stage inversion of the 1’-hydroxy group is not favored because of side reactions of the carbinol in β-position to the lactone C=O function. Therefore, an orthogonally protected 1,4-diol incorporating the central syn/anti 1’,2,3-stereotriad as described within the (-)-SCB-5 synthesis was used as an advanced intermediate to generate (-)-VB-A, too. A combination of protecting group operations and a 1’-OH group inversion via oxidation and diastereoselective reduction delivered the anti/anti 1’,2,3-stereotriad. Final transformations related to that as described for (-)-SCB-5 enabled completion of the (-)-VB-A-synthesis.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2023-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135568175","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract A simple and efficient aza-Michael addition reaction of 1,2,4-triazoles to functionalized 2-aryl-3-nitro-2H-chromenes has been demonstrated under catalyst- and base-free conditions. In this transformation, one intermolecular C–N bond formation is achieved at room temperature. A series of highly substituted 1,2,4-triazole-based 3-nitrochromanes were produced in good to excellent yields, up to 86%. The relative configuration of the Michael adducts was confirmed by X-ray crystallographic analysis. High yield, easy accessibility and a wide variety of functional group tolerance are the key features of this aza-Michael addition reaction.
{"title":"Synthesis of Highly Substituted 1,2,4-Triazole-Based 3-Nitrochromanes through Aza-Michael Addition Reaction under Catalyst- and Base-Free Conditions","authors":"Seetaram Mohapatra, Tapaswini Das, Sonali Priyadarshini Parida, Sabita Nayak","doi":"10.1055/s-0042-1751636","DOIUrl":"https://doi.org/10.1055/s-0042-1751636","url":null,"abstract":"Abstract A simple and efficient aza-Michael addition reaction of 1,2,4-triazoles to functionalized 2-aryl-3-nitro-2H-chromenes has been demonstrated under catalyst- and base-free conditions. In this transformation, one intermolecular C–N bond formation is achieved at room temperature. A series of highly substituted 1,2,4-triazole-based 3-nitrochromanes were produced in good to excellent yields, up to 86%. The relative configuration of the Michael adducts was confirmed by X-ray crystallographic analysis. High yield, easy accessibility and a wide variety of functional group tolerance are the key features of this aza-Michael addition reaction.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2023-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135824760","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract An efficient and environment-friendly synthesis of aryl carboxylic acids through the ambient electro-oxidation of the arylacetylenes is demonstrated. The reaction proceeds smoothly at certain applied potentials in a mixed solution of acetonitrile and water with potassium peroxymonosulfate (Oxone) as the additive. The isolated yields of the desired products are good up to 90%, and the reaction exhibits excellent functional-group tolerance. In this electrochemical system, transition metal catalysts, extra acids/bases, and high temperature are not required. This method may open up a pathway for the synthesis of carboxylic acids by the electrochemistry strategy.
{"title":"Synthesis of Aryl Carboxylic Acids through Ambient Electro-oxidation of Arylacetylenes","authors":"Yanhua Zhang, Hongyan Yuan, Manxin Sun, Tong Zhang, Guohao Wu","doi":"10.1055/s-0041-1738456","DOIUrl":"https://doi.org/10.1055/s-0041-1738456","url":null,"abstract":"Abstract An efficient and environment-friendly synthesis of aryl carboxylic acids through the ambient electro-oxidation of the arylacetylenes is demonstrated. The reaction proceeds smoothly at certain applied potentials in a mixed solution of acetonitrile and water with potassium peroxymonosulfate (Oxone) as the additive. The isolated yields of the desired products are good up to 90%, and the reaction exhibits excellent functional-group tolerance. In this electrochemical system, transition metal catalysts, extra acids/bases, and high temperature are not required. This method may open up a pathway for the synthesis of carboxylic acids by the electrochemistry strategy.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2023-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135825132","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
kodipura p Sukrutha, Kuppalli R Kiran, Kodagahally T Gunashree, Shivakumar Divyashree, Prerana Purusotham, Marikunte Y Sreenivasa, Marilinganadoddi P Sadashiva
An efficient one-pot synthesis of 2-aryl/aroyl benzothiazoles has been developed through copper-mediated condensation of 2-chloroaniline with dithioesters. The method provides good isolated yields and exhibits broad functional group tolerance, accommodating both electron-donating and electron-withdrawing groups on the substrate. A series of synthesized compounds was evaluated for their antibacterial activity against Klebsiella pneumoniae, Pseudomonas aeruginosa, and Salmonella paratyphi. Among the series, compounds 4n, 5q, and 5r exhibited a significant inhibitory effect against the tested pathogens. Compound 5r demonstrated potential as an effective compound in both the agar well diffusion assay and broth microdilution assay. Additionally, compounds 4n, 5q, and 5r displayed strong inhibitory effects on biofilm formation of the pathogens in both the Crystal violet assay and MTT assay at a concentration of 10 mM. These findings highlight the promising antimicrobial and anti-biofilm properties of these compounds, indicating their potential for further investigation as potential therapeutic agents against the tested pathogens.
{"title":"An Efficient Copper-Mediated Route for the Synthesis of 2-Substituted Benzothiazoles from Dithioesters and Investigation of their Anti-bacterial Activities","authors":"kodipura p Sukrutha, Kuppalli R Kiran, Kodagahally T Gunashree, Shivakumar Divyashree, Prerana Purusotham, Marikunte Y Sreenivasa, Marilinganadoddi P Sadashiva","doi":"10.1055/a-2193-5436","DOIUrl":"https://doi.org/10.1055/a-2193-5436","url":null,"abstract":"An efficient one-pot synthesis of 2-aryl/aroyl benzothiazoles has been developed through copper-mediated condensation of 2-chloroaniline with dithioesters. The method provides good isolated yields and exhibits broad functional group tolerance, accommodating both electron-donating and electron-withdrawing groups on the substrate. A series of synthesized compounds was evaluated for their antibacterial activity against Klebsiella pneumoniae, Pseudomonas aeruginosa, and Salmonella paratyphi. Among the series, compounds 4n, 5q, and 5r exhibited a significant inhibitory effect against the tested pathogens. Compound 5r demonstrated potential as an effective compound in both the agar well diffusion assay and broth microdilution assay. Additionally, compounds 4n, 5q, and 5r displayed strong inhibitory effects on biofilm formation of the pathogens in both the Crystal violet assay and MTT assay at a concentration of 10 mM. These findings highlight the promising antimicrobial and anti-biofilm properties of these compounds, indicating their potential for further investigation as potential therapeutic agents against the tested pathogens.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135993719","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Alexander S. Fisyuk, Anton L. Shatsauskas, Anton J. Stasyuk, Vladislav Shuvalov, Anastasia S. Kostyuchenko, Sergey A. Kirnosov, Ekaterina S. Keyn
A new approach was developed for the synthesis of phenanthridin-4-ols and 4-hydroxyphenanthridin-6(5H)-one derivatives in 43–89% yields based on the AlCl3-mediated rearrangement of available 4-phenylbenzo[d]oxazoles and 4-phenyl-1,3-benzoxazol-2(3H)-one. The quantum chemical calculations were used to describe the mechanism and predict the thermodynamic parameters of the reaction under study.
{"title":"A rearrangement of 4-phenylbenzo[d]oxazoles to phenanthridin-4-ols","authors":"Alexander S. Fisyuk, Anton L. Shatsauskas, Anton J. Stasyuk, Vladislav Shuvalov, Anastasia S. Kostyuchenko, Sergey A. Kirnosov, Ekaterina S. Keyn","doi":"10.1055/a-2193-5593","DOIUrl":"https://doi.org/10.1055/a-2193-5593","url":null,"abstract":"A new approach was developed for the synthesis of phenanthridin-4-ols and 4-hydroxyphenanthridin-6(5H)-one derivatives in 43–89% yields based on the AlCl3-mediated rearrangement of available 4-phenylbenzo[d]oxazoles and 4-phenyl-1,3-benzoxazol-2(3H)-one. The quantum chemical calculations were used to describe the mechanism and predict the thermodynamic parameters of the reaction under study.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136034708","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Santiago Stabile, Esteban Eloy Bjerg, Gabriel Radivoy
A readily prepared and versatile heterogeneous catalyst composed of copper nanoparticles supported on montmorillonite MK-10 (CuNPs/MK-10) has proven to be highly effective in catalyzing the synthesis of isoxazoles through various one-pot methodologies with high atom economy. These methodologies allow for the use of readily available starting materials, including aldehydes and alkynes through 1,3-dipolar cycloaddition reactions, as well as via cycloisomerization of ynones. Additionally, the CuNPs/MK-10 catalyst promoted the in situ formation of the ynones via an acyl Sonogashira coupling. Furthermore, a three-step one-pot methodology was also developed, starting from carboxylic acids and involving the in situ generation of acyl chlorides.
{"title":"Copper Nanoparticles on Montmorillonite K-10: A Versatile Catalyst for the One-Pot Synthesis of 3,5-Disubstituted Isoxazoles Using Various Methodologies","authors":"Santiago Stabile, Esteban Eloy Bjerg, Gabriel Radivoy","doi":"10.1055/a-2193-4701","DOIUrl":"https://doi.org/10.1055/a-2193-4701","url":null,"abstract":"A readily prepared and versatile heterogeneous catalyst composed of copper nanoparticles supported on montmorillonite MK-10 (CuNPs/MK-10) has proven to be highly effective in catalyzing the synthesis of isoxazoles through various one-pot methodologies with high atom economy. These methodologies allow for the use of readily available starting materials, including aldehydes and alkynes through 1,3-dipolar cycloaddition reactions, as well as via cycloisomerization of ynones. Additionally, the CuNPs/MK-10 catalyst promoted the in situ formation of the ynones via an acyl Sonogashira coupling. Furthermore, a three-step one-pot methodology was also developed, starting from carboxylic acids and involving the in situ generation of acyl chlorides.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135993721","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Brajendra K. Singh, Sumit Kumar, Aditi Arora, Sandeep Kumar, Priti Kumari, Sunil K. Singh
Abstract A facile and efficient protocol for the diastereoselective synthesis of pyrano[3,2-c]quinolone carbohydrate derivatives from Perlin aldehydes and 4-hydroxyquinolones has been developed using a one-pot condensation at room temperature. In this investigation, glucose and galactose were employed as inexpensive starting materials to synthesize two sets of pyrano[3,2-c]quinolone-based carbohydrate conjugates. A total of sixteen novel compounds were successfully synthesized using this methodology in good to excellent yields. The reaction exhibited remarkable diastereoselectivity, resulting in a single diastereomeric product with a diastereomeric excess (dr) 97:3 for glucose, while a diastereomeric mixture with a diastereomeric excess (dr) 67:33 was obtained for galactose. The structural characterization of all sixteen compounds was carried out using various analytical techniques, including IR, 1H NMR, 13C NMR, 1H-1H COSY, 1H-13C HETCOR experiments, 2D NOESY NMR, and HRMS data. Additionally, the scalability of the protocol was successfully demonstrated by synthesizing one of the compounds on a gram scale, highlighting its potential for large-scale production.
{"title":"Diastereoselective Synthesis of Carbohydrate Conjugates: Pyrano[3,2-c]quinolones","authors":"Brajendra K. Singh, Sumit Kumar, Aditi Arora, Sandeep Kumar, Priti Kumari, Sunil K. Singh","doi":"10.1055/s-0042-1751505","DOIUrl":"https://doi.org/10.1055/s-0042-1751505","url":null,"abstract":"Abstract A facile and efficient protocol for the diastereoselective synthesis of pyrano[3,2-c]quinolone carbohydrate derivatives from Perlin aldehydes and 4-hydroxyquinolones has been developed using a one-pot condensation at room temperature. In this investigation, glucose and galactose were employed as inexpensive starting materials to synthesize two sets of pyrano[3,2-c]quinolone-based carbohydrate conjugates. A total of sixteen novel compounds were successfully synthesized using this methodology in good to excellent yields. The reaction exhibited remarkable diastereoselectivity, resulting in a single diastereomeric product with a diastereomeric excess (dr) 97:3 for glucose, while a diastereomeric mixture with a diastereomeric excess (dr) 67:33 was obtained for galactose. The structural characterization of all sixteen compounds was carried out using various analytical techniques, including IR, 1H NMR, 13C NMR, 1H-1H COSY, 1H-13C HETCOR experiments, 2D NOESY NMR, and HRMS data. Additionally, the scalability of the protocol was successfully demonstrated by synthesizing one of the compounds on a gram scale, highlighting its potential for large-scale production.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136033621","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract Direct reductive coupling of nitro compounds with C-coupling partners is an atom- and step-economical strategy to access polyfunctional advanced amines. Due to the extremely complex process involved in the reduction of nitro compounds and the high reactivity of N,O-intermediates, few reliable methodologies have been reported for the reductive coupling of nitro compounds since the initial studies. To address this significant challenge, numerous endeavors have been devoted to this important area over the past hundred years. In this short review, we summarize recent advances in this domain and discuss the mechanisms of these appealing reductive coupling transformations. 1 Introduction 2 Reductive Coupling of Nitro Compounds with Organometallic Reagents 3 Reductive Coupling of Nitro Compounds with Arylboronic Acids 4 Reductive Coupling of Nitro Compounds with Alkenes 5 Reductive Coupling of Nitro Compounds with Alkyl/Aryl Halides 6 Reductive Coupling of Nitro Compounds with Alcohols and Their Derivatives 7 Conclusion
{"title":"Direct Reductive Coupling of Nitro Compounds for the Synthesis of Advanced Amines","authors":"Albert S. C. Chan, Shan-Shui Meng, Tao Li","doi":"10.1055/s-0042-1751503","DOIUrl":"https://doi.org/10.1055/s-0042-1751503","url":null,"abstract":"Abstract Direct reductive coupling of nitro compounds with C-coupling partners is an atom- and step-economical strategy to access polyfunctional advanced amines. Due to the extremely complex process involved in the reduction of nitro compounds and the high reactivity of N,O-intermediates, few reliable methodologies have been reported for the reductive coupling of nitro compounds since the initial studies. To address this significant challenge, numerous endeavors have been devoted to this important area over the past hundred years. In this short review, we summarize recent advances in this domain and discuss the mechanisms of these appealing reductive coupling transformations. 1 Introduction 2 Reductive Coupling of Nitro Compounds with Organometallic Reagents 3 Reductive Coupling of Nitro Compounds with Arylboronic Acids 4 Reductive Coupling of Nitro Compounds with Alkenes 5 Reductive Coupling of Nitro Compounds with Alkyl/Aryl Halides 6 Reductive Coupling of Nitro Compounds with Alcohols and Their Derivatives 7 Conclusion","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136034706","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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