Concise and accessible approaches to pyrrolidine-2-ones were studied. The synthesis involves the conversion of erythruronolactone to pyrrolidine-2-ones in good yields.
研究了简单易行的吡咯烷-2- 1合成方法。该合成包括将赤藓内酯转化为吡咯烷-2- 1，收率很高。
{"title":"One-Pot Synthesis of Pyrrolidine-2-ones from Erythruronolactone and Amine","authors":"Chahrazed Benhaoua","doi":"10.1155/2012/482952","DOIUrl":"https://doi.org/10.1155/2012/482952","url":null,"abstract":"Concise and accessible approaches to pyrrolidine-2-ones were studied. The synthesis involves the conversion of erythruronolactone to pyrrolidine-2-ones in good yields.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2012-02-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85381122","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
M. El-hashash, Khalid M. Darwish, S. Rizk, F. A. El-Bassiouny
The behavior of 2-ethoxy-4-chloroquinazoline 2 towards various nitrogen nucleophiles, namely: thiosemicarbazide, sodium azide, glucosamine, ethanol, and hydrazine hydrate has been discussed. Also, the behavior of 4-(2-ethoxyquinazolin-4-yl)thiosemicarbazide towards one-carbon, for example, ethyl chloroformate, and two-carbon donors, for example, ethyl chloroacetate and diethyl oxalate has been investigated. On the other hand, new 5-ethoxy-2-substituted[1,2,4]-triazolo-[1,5-c]quinazoline derivatives have been obtained by ring closure accompanied with Dimroth rearrangement through the interaction of compound 2 with hydrazides of acetic, benzoic, crotonic, cinnamic, 2-furoic, and phthalimidoacetic acids. Structures of the novel products were confirmed by elemental, IR, MS, and 1H-NMR spectral analyses.
{"title":"The Reactivity of 2-Ethoxy-4-Chloroquinazoline and Its Use in Synthesis of Novel Quinazoline Derivatives","authors":"M. El-hashash, Khalid M. Darwish, S. Rizk, F. A. El-Bassiouny","doi":"10.1155/2011/295491","DOIUrl":"https://doi.org/10.1155/2011/295491","url":null,"abstract":"The behavior of 2-ethoxy-4-chloroquinazoline 2 towards various nitrogen nucleophiles, namely: thiosemicarbazide, sodium azide, glucosamine, ethanol, and hydrazine hydrate has been discussed. Also, the behavior of 4-(2-ethoxyquinazolin-4-yl)thiosemicarbazide towards one-carbon, for example, ethyl chloroformate, and two-carbon donors, for example, ethyl chloroacetate and diethyl oxalate has been investigated. On the other hand, new 5-ethoxy-2-substituted[1,2,4]-triazolo-[1,5-c]quinazoline derivatives have been obtained by ring closure accompanied with Dimroth rearrangement through the interaction of compound 2 with hydrazides of acetic, benzoic, crotonic, cinnamic, 2-furoic, and phthalimidoacetic acids. Structures of the novel products were confirmed by elemental, IR, MS, and 1H-NMR spectral analyses.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2011-12-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85003985","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
G. Chehardoli, M. Zolfigol, M. Rasouli, S. Mallakpour
Various organic solid acids/NaNO2 were used as effective oxidizing agents for the oxidation of urazoles and bis-urazoles to their corresponding triazolinediones under mild and heterogeneous conditions at room temperature with good-to-excellent yields.
{"title":"Organic Solid Acid/NaNO2: An Efficient System for the Oxidation of Urazoles and Bis-Urazoles under Mild and Heterogeneous Conditions","authors":"G. Chehardoli, M. Zolfigol, M. Rasouli, S. Mallakpour","doi":"10.1155/2011/497852","DOIUrl":"https://doi.org/10.1155/2011/497852","url":null,"abstract":"Various organic solid acids/NaNO2 were used as effective oxidizing agents for the oxidation of urazoles and bis-urazoles to their corresponding triazolinediones under mild and heterogeneous conditions at room temperature with good-to-excellent yields.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2011-12-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78011885","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Chiranjeevi Korupalli, Arpan Dandapat, D. Prasad, G. Sekar
1,4-benzoxathiine moieties can be synthesized by domino SN2 ring opening of epoxide with o-halothiophenols followed by the copper(I)-BINOL catalyzed Ullmann-type coupling cyclization (intramolecular C(aryl)-O bond formation) with moderate to good yields.
{"title":"Copper(I)-BINOL Catalyzed Domino Synthesis of 1,4-Benzoxathiines through ()-O Bond Formation","authors":"Chiranjeevi Korupalli, Arpan Dandapat, D. Prasad, G. Sekar","doi":"10.1155/2011/980765","DOIUrl":"https://doi.org/10.1155/2011/980765","url":null,"abstract":"1,4-benzoxathiine moieties can be synthesized by domino SN2 ring opening of epoxide with o-halothiophenols followed by the copper(I)-BINOL catalyzed Ullmann-type coupling cyclization (intramolecular C(aryl)-O bond formation) with moderate to good yields.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2011-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83416566","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Two new effective methodologies have been adopted for the preparation of 4-(2′-bromobenzyloxy)benzopyran-7-ones 3(a–h). In the first methodology, 4-hydroxy[1]benzopyran-2-ones 1(a–d) was alkylated with 2-bromobenzyl bromide 2a or 2-bromo-5-methoxy benzyl bromide 2b under phase transfer catalysis condition using lithium hydroxide/tetrabutyl ammonium bromide in N,N-dimethylformamide at 40–50°C and in the second method the microwave irradiation protocol has been exploited by simply mixing of 4-hydroxy[1]benzopyran-2-ones 1(a–d) with 25% excess of 2-bromobenzyl bromide 2a or 2-bromo-5-methoxy benzyl bromide 2b. A catalytic amount of TBAB and potassium carbonate were added and irradiated in an open Erlenmeyer flask in a microwave oven for 4–10 min. The tributyltin-hydride-mediated radical cyclisation of 3(a–h) was carried out under microwave irradiation to generate 12H-benzopyrano[3,2-c][1]benzopyran-5-ones 4(a–h) in 78–88% yield and in this technique yields were significantly improved and reaction time was shortened compared to the previously reported conventional radical cyclisation method.
{"title":"Microwave-Assisted Improved Regioselective Synthesis of 12H-Benzopyrano[3,2-c][1]benzopyran-5-ones by Radical Cyclisation","authors":"P. K. Basu, Amrita Ghosh","doi":"10.1155/2011/394619","DOIUrl":"https://doi.org/10.1155/2011/394619","url":null,"abstract":"Two new effective methodologies have been adopted for the preparation of 4-(2′-bromobenzyloxy)benzopyran-7-ones 3(a–h). In the first methodology, 4-hydroxy[1]benzopyran-2-ones 1(a–d) was alkylated with 2-bromobenzyl bromide 2a or 2-bromo-5-methoxy benzyl bromide 2b under phase transfer catalysis condition using lithium hydroxide/tetrabutyl ammonium bromide in N,N-dimethylformamide at 40–50°C and in the second method the microwave irradiation protocol has been exploited by simply mixing of 4-hydroxy[1]benzopyran-2-ones 1(a–d) with 25% excess of 2-bromobenzyl bromide 2a or 2-bromo-5-methoxy benzyl bromide 2b. A catalytic amount of TBAB and potassium carbonate were added and irradiated in an open Erlenmeyer flask in a microwave oven for 4–10 min. The tributyltin-hydride-mediated radical cyclisation of 3(a–h) was carried out under microwave irradiation to generate 12H-benzopyrano[3,2-c][1]benzopyran-5-ones 4(a–h) in 78–88% yield and in this technique yields were significantly improved and reaction time was shortened compared to the previously reported conventional radical cyclisation method.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2011-09-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"87709530","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The geometric, electronic structure, effect of the substitution, and structure physical-chemistry relationship for oxazoles derivatives have been studied by ab initio and DFT theory. In the present work, the calculated values, namely, net charges, bond lengths, dipole moments, electron affinities, heats of formation, and QSAR properties are reported and discussed in terms of the reactivity of oxazole derivatives.
{"title":"Electronic Structure and Physical-Chemistry Property Relationship for Oxazole Derivatives by Ab Initio and DFT Methods","authors":"S. Belaidi, Malika Mellaoui","doi":"10.1155/2011/254064","DOIUrl":"https://doi.org/10.1155/2011/254064","url":null,"abstract":"The geometric, electronic structure, effect of the substitution, and structure physical-chemistry relationship for oxazoles derivatives have been studied by ab initio and DFT theory. In the present work, the calculated values, namely, net charges, bond lengths, dipole moments, electron affinities, heats of formation, and QSAR properties are reported and discussed in terms of the reactivity of oxazole derivatives.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2011-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75841436","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The chemical reactivity of 2-pyrrolidinones and 3-pyrrolin-2-ones was evaluated in reactions of addition, nucleophilic substitution, elimination, and reduction as well as the protection of the lactamic nitrogen.
{"title":"2-Pyrrolidinones and 3-Pyrrolin-2-ones: A Study on the Chemical Reactivity of These Structural Moieties","authors":"J. Alves","doi":"10.1155/2011/803120","DOIUrl":"https://doi.org/10.1155/2011/803120","url":null,"abstract":"The chemical reactivity of 2-pyrrolidinones and 3-pyrrolin-2-ones was evaluated in reactions of addition, nucleophilic substitution, elimination, and reduction as well as the protection of the lactamic nitrogen.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2011-09-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80117456","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
R. Zadmard, Parinaz Ataeian, Maryam Khalili-Foumeshi
The recognition of aspartic acid derivatives such as N-benzyloxycarbonyl-D-aspartate (NZDA) with the calix[4]arene derivatives with multiple silicon groups at the upper rim in polar solvents is investigated.
研究了天冬氨酸衍生物如n -苄氧羰基- d -天冬氨酸(NZDA)与杯[4]芳烃衍生物在极性溶剂中具有多个硅基团的识别。
{"title":"C-Silylated Calix[4]Arene as a New Receptor for Aspartate in Polar Solvents","authors":"R. Zadmard, Parinaz Ataeian, Maryam Khalili-Foumeshi","doi":"10.1155/2011/171374","DOIUrl":"https://doi.org/10.1155/2011/171374","url":null,"abstract":"The recognition of aspartic acid derivatives such as N-benzyloxycarbonyl-D-aspartate (NZDA) with the calix[4]arene derivatives with multiple silicon groups at the upper rim in polar solvents is investigated.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2011-07-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79540711","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
T. Feng, Jian-jie Cui, Zuobing Xiao, H. Tian, F. Yi, Xia Ma
The composition of the peel essential oil of Torreya grandis fort obtained by cold pressing and steam distillation was determined by GC and GC/MS. 62 constituents accounting for 99.6% of the total pressed oil were identified while 59 compounds accounting for 99.4% of the steam distilled oil were identified. Limonene (35.6–37.1%), α-pinene (20.1–24.1%), and δ-carene (3.3–3.9) were the major constituents. Others include γ-carene (3.8-3.9%), germacrene D (2.5–2.9%), and β-farnesene (2.7-2.8%).
{"title":"Chemical Composition of Essential Oil from the Peel of Chinese Torreya grandis Fort","authors":"T. Feng, Jian-jie Cui, Zuobing Xiao, H. Tian, F. Yi, Xia Ma","doi":"10.1155/2011/187372","DOIUrl":"https://doi.org/10.1155/2011/187372","url":null,"abstract":"The composition of the peel essential oil of Torreya grandis fort obtained by cold pressing and steam distillation was determined by GC and GC/MS. 62 constituents accounting for 99.6% of the total pressed oil were identified while 59 compounds accounting for 99.4% of the steam distilled oil were identified. Limonene (35.6–37.1%), α-pinene (20.1–24.1%), and δ-carene (3.3–3.9) were the major constituents. Others include γ-carene (3.8-3.9%), germacrene D (2.5–2.9%), and β-farnesene (2.7-2.8%).","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2011-07-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79936841","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
2-(Arylsulfonyl)indane-1,3-diones, earlier synthesized by Claisen condensation involving diethyl phthalate and aryl methyl sulphones, are found to be potent blood anticoagulants. In search of improved analogs of 2-(arylsulfonyl)indane-1,3-dione, we have synthesized them (7 a-f) by a different route involving Knoevenagel reaction between phthalic anhydride and arylsulfonylacetates in the presence of pyridine-piperidine medium for the first time. The synthesized 2-(arylsulfonyl)indane-1,3-diones were evaluated for antimicrobial and anticoagulant activities and all of them registered significant activity.
{"title":"Synthesis, Antimicrobial, and Anticoagulant Activities of 2-(Arylsulfonyl)indane-1,3-diones","authors":"M. Jeyachandran, P. Ramesh","doi":"10.1155/2011/360810","DOIUrl":"https://doi.org/10.1155/2011/360810","url":null,"abstract":"2-(Arylsulfonyl)indane-1,3-diones, earlier synthesized by Claisen condensation involving diethyl phthalate and aryl methyl sulphones, are found to be potent blood anticoagulants. In search of improved analogs of 2-(arylsulfonyl)indane-1,3-dione, we have synthesized them (7 a-f) by a different route involving Knoevenagel reaction between phthalic anhydride and arylsulfonylacetates in the presence of pyridine-piperidine medium for the first time. The synthesized 2-(arylsulfonyl)indane-1,3-diones were evaluated for antimicrobial and anticoagulant activities and all of them registered significant activity.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2011-07-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"88979710","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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