Pub Date : 2003-04-01DOI: 10.1080/0278611031000112647
B. Trofimov, N. Gusarova, S. Malysheva, B. Sukhov, N. Belogorlova, V. Kuimov
Divinyl sulfide quantitatively adds two molecules of secondary phosphines under conditions of radical initiation (AIBN, UV irradiation) to form regiospecifically bis[2-(diorganylphosphino)ethyl] sulfides.
{"title":"Addition of secondary phosphines to divinyl sulfide","authors":"B. Trofimov, N. Gusarova, S. Malysheva, B. Sukhov, N. Belogorlova, V. Kuimov","doi":"10.1080/0278611031000112647","DOIUrl":"https://doi.org/10.1080/0278611031000112647","url":null,"abstract":"Divinyl sulfide quantitatively adds two molecules of secondary phosphines under conditions of radical initiation (AIBN, UV irradiation) to form regiospecifically bis[2-(diorganylphosphino)ethyl] sulfides.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2003-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78132426","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}
Pub Date : 2003-04-01DOI: 10.1080/0278611031000095359
A. A. El-Shehawy, A. E. Ismail, A. Attia
Camphorylidene(cyano)thioacetamide (3) and camphorylidenemalononitrile (9) were easily prepared by the reaction of (+)-camphor (1) with cyanothioacetamide (2) and malononitrile (8), respectively, under solid-liquid phase-transfer catalyzed conditions. The reaction of the arylidene derivatives of malononitrile, cyanothioacetamide and cyanoacetamide with 3 and 9 leads to condensed 2-thioxo- and 2-oxo-pyridine derivatives. Treatment of the latter compounds with P4S10 causes transformation into the corresponding pyridinethiones.
{"title":"Synthesis of novel bicycloalkane ring-fused pyridines via Michael addition reaction of a,ß-Unsaturated Nitriles","authors":"A. A. El-Shehawy, A. E. Ismail, A. Attia","doi":"10.1080/0278611031000095359","DOIUrl":"https://doi.org/10.1080/0278611031000095359","url":null,"abstract":"Camphorylidene(cyano)thioacetamide (3) and camphorylidenemalononitrile (9) were easily prepared by the reaction of (+)-camphor (1) with cyanothioacetamide (2) and malononitrile (8), respectively, under solid-liquid phase-transfer catalyzed conditions. The reaction of the arylidene derivatives of malononitrile, cyanothioacetamide and cyanoacetamide with 3 and 9 leads to condensed 2-thioxo- and 2-oxo-pyridine derivatives. Treatment of the latter compounds with P4S10 causes transformation into the corresponding pyridinethiones.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2003-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80934779","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}
Pub Date : 2003-04-01DOI: 10.1080/0278611031000104970
Yves Njoya, A. Gellis, M. Crozet, P. Vanelle
2-Chloromethyl-6-nitrobenzothiazole 2 is obtained by cyclocondensation of 2-aminobenzenethiol and chloroacetic acid. This product allows the synthesis of 2-alkyl-6-nitrobenzothiazoles 5, 17-24 under microwave activation via an electron transfer reaction by successive C-alkylation of nitronate anions 3, 6-13 and nitrous acid elimination.
{"title":"Efficient synthesis of new 6-nitrobenzothiazoles using microwave irradiation","authors":"Yves Njoya, A. Gellis, M. Crozet, P. Vanelle","doi":"10.1080/0278611031000104970","DOIUrl":"https://doi.org/10.1080/0278611031000104970","url":null,"abstract":"2-Chloromethyl-6-nitrobenzothiazole 2 is obtained by cyclocondensation of 2-aminobenzenethiol and chloroacetic acid. This product allows the synthesis of 2-alkyl-6-nitrobenzothiazoles 5, 17-24 under microwave activation via an electron transfer reaction by successive C-alkylation of nitronate anions 3, 6-13 and nitrous acid elimination.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2003-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81331098","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}
Pub Date : 2003-02-01DOI: 10.1080/0278611021000048677
M. Ryan, I. Abu-Yousef, A. Rys, C. Cheer, D. Harpp
The X-ray crystal structure determination of ditritylseleno trisulfide 5 was obtained. C 38 H 30 S 2 Se, Mr=629.74, monoclinic, p 2 1 / n , a =14.078(4), b =12.852(4), c =17.171(6) Å, β=98.08(2)°. V =3070.7 Å 3 , Z =4, Do=1.37 g/cm 3 , MoK α , λ=0.71069 Å, μ=14.66 cm −1 , F (000)=370, T =293(2) K, R ( R w )=0.0355(0.0342) for 2895 observed independent reflections [ F >2.5σ( F )], goodness of fit=1.104. The material was obtained by reacting trityl thiol 6 with the first selenium transfer reagent bis- N -benzotriazol-1-yl selenide 7 .
建立了三硫化二烯基硒5的x射线晶体结构测定方法。C 38 H 30 S 2 Se, Mr=629.74,单斜,p 21 / n, a =14.078(4), b =12.852(4), C =17.171(6) Å, β=98.08(2)°。V =3070.7 Å 3, Z =4, Do=1.37 g/cm 3, MoK α, λ=0.71069 Å, μ=14.66 cm−1,F (000)=370, T =293(2) K, R (R w)=0.0355(0.0342),对2895个观测到的独立反射[F >2.5σ(F)],拟合优度=1.104。该材料由三烷基硫醇6与第一种硒转移试剂双- N -苯并三唑-1-基硒化物7反应而得。
{"title":"Structure of ditrityl-2-selenatrisulfide","authors":"M. Ryan, I. Abu-Yousef, A. Rys, C. Cheer, D. Harpp","doi":"10.1080/0278611021000048677","DOIUrl":"https://doi.org/10.1080/0278611021000048677","url":null,"abstract":"The X-ray crystal structure determination of ditritylseleno trisulfide 5 was obtained. C 38 H 30 S 2 Se, Mr=629.74, monoclinic, p 2 1 / n , a =14.078(4), b =12.852(4), c =17.171(6) Å, β=98.08(2)°. V =3070.7 Å 3 , Z =4, Do=1.37 g/cm 3 , MoK α , λ=0.71069 Å, μ=14.66 cm −1 , F (000)=370, T =293(2) K, R ( R w )=0.0355(0.0342) for 2895 observed independent reflections [ F >2.5σ( F )], goodness of fit=1.104. The material was obtained by reacting trityl thiol 6 with the first selenium transfer reagent bis- N -benzotriazol-1-yl selenide 7 .","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2003-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74205378","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}
Pub Date : 2003-02-01DOI: 10.1080/0278611021000048695
A. Attia
The treatment of piperidinium salt of 4-naphthyl-3-cyano-2-thiopyridines with an O -peracetyl-α-D-pyranosyl bromide in dry acetone provides a new and simple method for the synthesis of 2-(β-D-pyranosylthio) pyridines in high yields. The site of glycosylation on the pyridine ring was confirmed by 1 H and 13 C NMR spectral analysis.
用O -过乙酰基-α- d -吡喃基溴在干丙酮中处理4-萘基-3-氰基-2-硫代吡啶盐,为高产率合成2-(β- d -吡喃基)吡啶提供了一种简便的新方法。通过1h和13c核磁共振谱分析确定了吡啶环上的糖基化位点。
{"title":"A facile synthesis of 4-naphthyl-3-cyano-2-(β-d-pyranosylthio) pyridines","authors":"A. Attia","doi":"10.1080/0278611021000048695","DOIUrl":"https://doi.org/10.1080/0278611021000048695","url":null,"abstract":"The treatment of piperidinium salt of 4-naphthyl-3-cyano-2-thiopyridines with an O -peracetyl-α-D-pyranosyl bromide in dry acetone provides a new and simple method for the synthesis of 2-(β-D-pyranosylthio) pyridines in high yields. The site of glycosylation on the pyridine ring was confirmed by 1 H and 13 C NMR spectral analysis.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2003-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81671193","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}
Pub Date : 2003-02-01DOI: 10.1080/0278611031000104916
Abdellatif M. Salah Eldin
2-(4-Phenyl-3(H)-thiazol-2-ylidene) malononitrile was obtained from cyclo-condensation of cyanatoacetophenone with malononitrile and not via the Knoevenagel condensation, depending on the reaction conditions. The synthesis of thiazolo[3,2- a ]pyridine, thiazolo[3,2- c ]pyrimidine, pyrazolo[3,4- d ]-1,3-thiazolino[2,3- f ]pyrimidine and some azo derivatives of thiazolidene are described.
{"title":"Fused thiazole from 2-(4-phenyl-3(h)-thiazol-2-ylidene) malononitrile: A novel synthesis of thiazolo[3,2- c ]pyrimidine, thiazolo[3,2- a ]pyridine, pyrazolo[3,4- d ]-1,3-thiazolino[2,3- f ]pyrimidine and arylazo thiazolylidene derivatives","authors":"Abdellatif M. Salah Eldin","doi":"10.1080/0278611031000104916","DOIUrl":"https://doi.org/10.1080/0278611031000104916","url":null,"abstract":"2-(4-Phenyl-3(H)-thiazol-2-ylidene) malononitrile was obtained from cyclo-condensation of cyanatoacetophenone with malononitrile and not via the Knoevenagel condensation, depending on the reaction conditions. The synthesis of thiazolo[3,2- a ]pyridine, thiazolo[3,2- c ]pyrimidine, pyrazolo[3,4- d ]-1,3-thiazolino[2,3- f ]pyrimidine and some azo derivatives of thiazolidene are described.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2003-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90580045","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}
Pub Date : 2003-02-01DOI: 10.1080/0278611021000048712
V. Guarda, M. Pereira, C. A. de Simone, J. Albuquerque, S. Galdino, J. Chantegrel, M. Perrissin, C. Beney, F. Thomasson, I. Pitta, C. Luu-duc
Synthesis and physico-chemical properties of some 5-arylidene-3-(2-biphenyl-4-yl-2-oxo-ethyl)- and 3-(4-bromo-benzyl)-4-thioxo-thiazolidin-2-ones, 5-arylidene-3-(4-chloro-benzyl)-4-thioxo- and 4-oxo-thiazolidin-2-ones and 2-arylidene-6-benzoyl-amino- or 6-amino-4 H -benzo[1,4]thiazin-3-ones are described. These arylidene thiazolidines and benzothiazines compounds were prepared by Knoevenagel condensation with benzaldehydes.
介绍了几种5-芳基-3-(2-联苯-4-基-2-氧-乙基)-和3-(4-溴苄基)-4-硫氧-噻唑-2-酮、5-芳基-3-(4-氯苄基)-4-硫氧-和4-氧-噻唑-2-酮、2-芳基-6-苯甲酰氨基-或6-氨基-4- H -苯并[1,4]噻唑-3-酮的合成及其理化性质。通过与苯甲醛的Knoevenagel缩合反应制备了芳基噻唑烷类和苯并噻唑类化合物。
{"title":"Synthesis and structural study of arylidene thiazolidine and benzothiazine compounds","authors":"V. Guarda, M. Pereira, C. A. de Simone, J. Albuquerque, S. Galdino, J. Chantegrel, M. Perrissin, C. Beney, F. Thomasson, I. Pitta, C. Luu-duc","doi":"10.1080/0278611021000048712","DOIUrl":"https://doi.org/10.1080/0278611021000048712","url":null,"abstract":"Synthesis and physico-chemical properties of some 5-arylidene-3-(2-biphenyl-4-yl-2-oxo-ethyl)- and 3-(4-bromo-benzyl)-4-thioxo-thiazolidin-2-ones, 5-arylidene-3-(4-chloro-benzyl)-4-thioxo- and 4-oxo-thiazolidin-2-ones and 2-arylidene-6-benzoyl-amino- or 6-amino-4 H -benzo[1,4]thiazin-3-ones are described. These arylidene thiazolidines and benzothiazines compounds were prepared by Knoevenagel condensation with benzaldehydes.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2003-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75848352","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}
Pub Date : 2003-02-01DOI: 10.1080/0278611021000011965
G. Chandramouli, P. Reddy, B. Prassana
Lewis acid (BF 3 (OEt) 2 ) in dry diethyl ether mediated cyclization and demethylation of substituted 2-(2-methyl-3-methylsulfanyl-phenylsulfanyl)-1,2-diphenyl-ethanones (3a-e) at ambient temperature gave 7-methyl-2,3-diphenyl-6-thio-benzo[b]thiophenes (4a-e). Treatment of (4a-e) with substituted malonic acids furnishes the corresponding substituted 5-hydroxythio-7H-thieno[3,2-g][1] benzothiopyran-7-aones. These were characterized by their elemental, IR, 1 H NMR and mass spectral analysis.
{"title":"Facile synthesis of substituted 5-hydroxythio-7h-thieno[3,2-g] [1]benzothiopyran-7-ones","authors":"G. Chandramouli, P. Reddy, B. Prassana","doi":"10.1080/0278611021000011965","DOIUrl":"https://doi.org/10.1080/0278611021000011965","url":null,"abstract":"Lewis acid (BF 3 (OEt) 2 ) in dry diethyl ether mediated cyclization and demethylation of substituted 2-(2-methyl-3-methylsulfanyl-phenylsulfanyl)-1,2-diphenyl-ethanones (3a-e) at ambient temperature gave 7-methyl-2,3-diphenyl-6-thio-benzo[b]thiophenes (4a-e). Treatment of (4a-e) with substituted malonic acids furnishes the corresponding substituted 5-hydroxythio-7H-thieno[3,2-g][1] benzothiopyran-7-aones. These were characterized by their elemental, IR, 1 H NMR and mass spectral analysis.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2003-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85177126","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}
L. Sobenina, A. Demenev, A. Mikhaleva, A. Ushakov, A. Afonin, O. Petrova, V. Elokhina, K. Volkova, D. Toryashinova, B. Trofimov
The reaction of pyrrole-2-carbodithioates with methylenoactive nitriles and 2-benzoyl-1-bromoacetylene in the KOH-DMSO system leads to functionally substituted pyrrolothiazoles in 59-85% yield.
{"title":"Functionally substituted 1,3-diethenyl [1,2- c ][1,3]pyrrolothiazoles from pyrrole-2-carbodithioates","authors":"L. Sobenina, A. Demenev, A. Mikhaleva, A. Ushakov, A. Afonin, O. Petrova, V. Elokhina, K. Volkova, D. Toryashinova, B. Trofimov","doi":"10.1080/02786110212862","DOIUrl":"https://doi.org/10.1080/02786110212862","url":null,"abstract":"The reaction of pyrrole-2-carbodithioates with methylenoactive nitriles and 2-benzoyl-1-bromoacetylene in the KOH-DMSO system leads to functionally substituted pyrrolothiazoles in 59-85% yield.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74717159","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}
A novel and inexpensive method for the synthesis of thioethers from alkyl halides and thiols using zinc has been developed.
提出了一种以烷基卤化物和硫醇为原料,以锌为原料合成硫醚的新方法。
{"title":"Zinc-mediated simple and practical synthesis of sulfides","authors":"B. P. Bandgar, S. Pandit, S. Nagargoje","doi":"10.1080/02786110215843","DOIUrl":"https://doi.org/10.1080/02786110215843","url":null,"abstract":"A novel and inexpensive method for the synthesis of thioethers from alkyl halides and thiols using zinc has been developed.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74406524","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}