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Structure-Reactivity-Spectra Correlations for Substituted Benzenesulfonamides 取代苯磺酰胺的结构-反应-光谱相关性
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110211430
A. Perjéssy, E. Kolehmainen, W. Fabian, M. Ludwig, K. Laihia, J. Kulhanek, Z. Šusteková
{"title":"Structure-Reactivity-Spectra Correlations for Substituted Benzenesulfonamides","authors":"A. Perjéssy, E. Kolehmainen, W. Fabian, M. Ludwig, K. Laihia, J. Kulhanek, Z. Šusteková","doi":"10.1080/02786110211430","DOIUrl":"https://doi.org/10.1080/02786110211430","url":null,"abstract":"The infrared absorption bands of the S=O and N-H stretching vibrations as well as the natural abundance 13 C and the 17 O NMR chemical shifts were measured for fifteen substituted benzenesulfonamides in CDCl 3 and acetone-d 6 . For the unsubstituted compound the natural abundance 33 S NMR chemical shift was also measured in acetone-d 6 PM3 charge densities and bond orders were calculated for the completely optimised geometry. Mutual correlations are reported between the wave numbers of the asymmetric SO 2 stretching vibration, the arithmetic means of symmetric and asymmetric NH 2 stretching vibrations, Hammett or + substituent constants, dissociation constants, 1 H, 13 C, 15 N and 17 O NMR chemical shifts as well as the PM3 S=O and N-H bond orders and hydrogen, nitrogen and oxygen atom charge densities. The results of the correlation analysis showed that the factors determining the electronic structure and controlling the dissociation equilibria, the IR and NMR spectral properties of substituted benzenesulfonamides must be the same.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"6 1","pages":"71 - 78"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74662928","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}
引用次数: 4
Transition metal halides as catalysts in the oxidation reaction of sulfides into sulfoxides 过渡金属卤化物在硫化物氧化成亚砜反应中的催化作用
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110212863
L. Rossi, A´ngela Sua´rez
{"title":"Transition metal halides as catalysts in the oxidation reaction of sulfides into sulfoxides","authors":"L. Rossi, A´ngela Sua´rez","doi":"10.1080/02786110212863","DOIUrl":"https://doi.org/10.1080/02786110212863","url":null,"abstract":"The oxidation reaction of sulfides into sulfoxides with 10% nitric acid can be catalyzed by several transition metal halides. However, the best results are obtained when the metallic center is iron.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"19 1","pages":"123 - 127"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74391856","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}
引用次数: 4
Reaction Of Metallated Allenes With Phenylsulfinylamine 金属化烯与苯基亚胺的反应
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110210635
L. Brandsma, N. Chernysheva, S. V. Zinchenko, B. Trofimov
{"title":"Reaction Of Metallated Allenes With Phenylsulfinylamine","authors":"L. Brandsma, N. Chernysheva, S. V. Zinchenko, B. Trofimov","doi":"10.1080/02786110210635","DOIUrl":"https://doi.org/10.1080/02786110210635","url":null,"abstract":"Lithiated allenes or allenylmagnesium bromides readily react (THF/hexane, m 90 to m 105°C, 10-15 r min) with phenylsulfinylamine to give N -phenyl-2-alkynylsulfinamides. The reaction z of metallated 3-methylbuta-1,2-diene leads to the formation of not only 2-methyl- N -phenylbut-3-yne-2-sulfinamide, but also its allenic isomer, 3-methyl- N -phenylbuta-1,2-diene-1-sulfinamide. Metallated penta-1,2-diene, 1-propa-1,2-dienylcyclohexane and 4,4-dimethylpenta-1,2-diene react with phenylsulfinylamine to form acetylenes 3 , 4 and 6 respectively as a mixture of diastereoisomers.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"21 4 1","pages":"1 - 6"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77506598","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}
引用次数: 0
Novel synthesis of thieno[2,3-d] and 1,2-dithiino[4,5-c] Thiazoles 噻唑[2,3-d]和1,2-二噻唑[4,5-c]的新合成方法
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110213979
M. T. Omar, A. A. El-Khamry, A. Youssef, S. K. Ramadan
{"title":"Novel synthesis of thieno[2,3-d] and 1,2-dithiino[4,5-c] Thiazoles","authors":"M. T. Omar, A. A. El-Khamry, A. Youssef, S. K. Ramadan","doi":"10.1080/02786110213979","DOIUrl":"https://doi.org/10.1080/02786110213979","url":null,"abstract":"Thionation of 3-substituted-5-(2-aryl-2-oxoethyl)-2-thioxo-4-oxo-1,3-thiazolidines 1a-e either with tetraphosphorous decasulfide or with Lawesson's reagent in xylene affords the respective 3-substituted-5-aryl-2,3-dihydro [2,3-d] 1,3-thiazole-2-thiones 2a-e . However, thionation of 1f affords 3-(3-methylphenyl)-6-(4-ethylphenyl)-2-thio-2,3-dihydrothiazolo[4,5-c]1,2-dithin 3 . The structure of the synthesized compounds were supported by microanalytical and spectral evidence. A rationalization for the route of conversion was also given.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"34 1","pages":"173 - 181"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77771977","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}
引用次数: 1
Optimizing disulfide fungitoxicity: Adjustment of hydrocarbon chain length 优化二硫真菌毒性:烃链长度的调整
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110213980
F. Baerlocher, M. Baerlocher, R. Langler, S. MacQuarrie, P. E. O'Connor
{"title":"Optimizing disulfide fungitoxicity: Adjustment of hydrocarbon chain length","authors":"F. Baerlocher, M. Baerlocher, R. Langler, S. MacQuarrie, P. E. O'Connor","doi":"10.1080/02786110213980","DOIUrl":"https://doi.org/10.1080/02786110213980","url":null,"abstract":"Previously identified classes of antifungal disulfides are modified by extending alkyl substituents. Although, the principal focus is on f -sulfone disulfides, one nitrophenyl alkyl disulfide and a pair of f -ester disulfides were also prepared and examined. Optimum fungitoxicity is associated with structures which have seven to ten carbon atoms in the form of unbranched chains and/or phenyl rings.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"17 1","pages":"135 - 144"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75644913","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}
引用次数: 13
Synthesis Of Chiral Allylic Amines Via Palladium(0) Catalysed Allylations Of Allylic Carbonates With Chiral Sulfinamide Anions 钯(0)催化羰基酯与手性亚胺阴离子的烯丙基胺的合成
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110210632
Z. Dong, S. Pyne
{"title":"Synthesis Of Chiral Allylic Amines Via Palladium(0) Catalysed Allylations Of Allylic Carbonates With Chiral Sulfinamide Anions","authors":"Z. Dong, S. Pyne","doi":"10.1080/02786110210632","DOIUrl":"https://doi.org/10.1080/02786110210632","url":null,"abstract":"The palladium(0) catalysed allylation reactions of allylic carbonates with chiral sulfinamide anions to give unstable allylic sulfinamide products are described. These products are readily converted to stable, chiral N-benzoyl or N-tosyl allylic amine derivatives with poor to modest enantiomeric purities (ee 23-41%).","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"613 1","pages":"37 - 43"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77068055","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}
引用次数: 3
Alkatrienyl sulfoxides and sulfones. Part II. [1] (5-methyl-1,3,4-hexatriene-3-yl) phenyl sulfoxide-synthesis and electrophile-promoted cyclization reactions 四烯基亚砜和砜。第二部分。[1](5-甲基-1,3,4-己三烯-3-基)苯基亚砜的合成和亲电促进环化反应
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110214495
V. Christov, Ivaylo K. Ivanov
{"title":"Alkatrienyl sulfoxides and sulfones. Part II. [1] (5-methyl-1,3,4-hexatriene-3-yl) phenyl sulfoxide-synthesis and electrophile-promoted cyclization reactions","authors":"V. Christov, Ivaylo K. Ivanov","doi":"10.1080/02786110214495","DOIUrl":"https://doi.org/10.1080/02786110214495","url":null,"abstract":"A method for synthesis of the (5-methyl-1,3,4-hexatriene-3-yl) phenyl sulfoxide 3 by [2,3]-sigmatropic rearrangement of the (5-methyl-1-hexene-3-yn-5-yl) benzenesulfenate 2 , formed in the reaction of the 5-methyl-1-hexene-3-yn-5-ol 1 with phenylsulfenyl chloride has been created. Five-membered heterocyclizations in electrophile-promoted reactions leading to the synthesis of the 5 H -1,2-oxathiol-2-ium salts and 3-(phenylsulfinyl)-thiophene or -selenophene have been explored. Halogenation of the sulfoxide 3 proceeded with formation of the 4-halo-5 H -1,2-oxathiol-2-ium halides 4 and 5 , while the reactions with phenylsulfenyl and phenylselenenyl chlorides afforded the mixtures of the 2-isopropyl-3-(phenylsulfinyl)-thiophene 6 or -selenophene 8 and 4-phenythio (seleno)-5 H -1,2-oxathiol-2-ium chlorides 7 and 9 .","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"85 1","pages":"191 - 198"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"76317882","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}
引用次数: 9
4-Phenyl-2-methylene-1,3-diselenole: Synthesis and reactions 4-苯基-2-亚甲基-1,3-二烯醇:合成与反应
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110212865
Desikan Rajagopal, M. Lakshmikantham, M. Cava
{"title":"4-Phenyl-2-methylene-1,3-diselenole: Synthesis and reactions","authors":"Desikan Rajagopal, M. Lakshmikantham, M. Cava","doi":"10.1080/02786110212865","DOIUrl":"https://doi.org/10.1080/02786110212865","url":null,"abstract":"2-Methylene-4-phenyl-1,3-diselenole was synthesized. It was formylated on the exomethylene carbon in a Vilsmeier-Haack reaction; iodine-morpholine reagent converted it to the E/Z diphenyltetraselenafulvalene derivative.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"31 1","pages":"129 - 133"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74605241","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}
引用次数: 2
Thiol and Thioacetate Derivatives of Δ-Cadinene Δ-Cadinene的硫醇和硫乙酸酯衍生物
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110210631
Karine Candela, R. Fellous, D. Joulain, R. Faure
{"title":"Thiol and Thioacetate Derivatives of Δ-Cadinene","authors":"Karine Candela, R. Fellous, D. Joulain, R. Faure","doi":"10.1080/02786110210631","DOIUrl":"https://doi.org/10.1080/02786110210631","url":null,"abstract":"Photochemical thioacetylation of (s−)- i -cadinene 1 afforded 5-acetylthio-cadinene 1a which was further reduced into 5-mercapto-cadinene 1b in good yield (80%). Thioepoxydation of trans -1,10-cadinene oxide 1c , prepared from m -CPBA oxidation of 1 , was also investigated. Structural determination of these derivatives was achieved by one- and two dimensional NMR spectroscopy.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"22 1","pages":"29 - 36"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84261672","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}
引用次数: 2
Syn addition of dialkyl diselenide to phenylacetylene in the presence of tin tetrachloride 在四氯化锡存在下，二烷基二烯与苯乙炔的同步加成
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110212866
Vladimir V. Potapov, S. Amosova, I. V. Doron'kina, A. Starkova, L. Hevesi
{"title":"Syn addition of dialkyl diselenide to phenylacetylene in the presence of tin tetrachloride","authors":"Vladimir V. Potapov, S. Amosova, I. V. Doron'kina, A. Starkova, L. Hevesi","doi":"10.1080/02786110212866","DOIUrl":"https://doi.org/10.1080/02786110212866","url":null,"abstract":"The tin tetrachloride-mediated reaction of dialkyl diselenides with phenylacetylene proceeds as syn addition to afford' 2a,b.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"37 3","pages":"101 - 103"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91431370","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}
引用次数: 5
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