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Synthesis of 5-Chloro-10,11-Dihydro-5 H -Dibenzo[ a , d ]Cycloheptene-5,10-Sulfide and -5,11-Dichloro-10,11-Dihydro-5 H -Dibenzo[ A , D ]Cycloheptene-5,10-Sulfide and their Oxidation 5-氯-10,11-二氢-5 - H -二苯并[a, d]环庚烯-5,10-硫醚和-5,11-二氯-10,11-二氢-5 - H -二苯并[a, d]环庚烯-5,10-硫醚的合成及其氧化
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110211428
M. Hegab, A. El-Gazzar, I. Farag, F. A. Gad
{"title":"Synthesis of 5-Chloro-10,11-Dihydro-5 H -Dibenzo[ a , d ]Cycloheptene-5,10-Sulfide and -5,11-Dichloro-10,11-Dihydro-5 H -Dibenzo[ A , D ]Cycloheptene-5,10-Sulfide and their Oxidation","authors":"M. Hegab, A. El-Gazzar, I. Farag, F. A. Gad","doi":"10.1080/02786110211428","DOIUrl":"https://doi.org/10.1080/02786110211428","url":null,"abstract":"The chlorination of 5-thioxo-10,11-dihydro-5 H -dibenzo[ a,d ]cycloheptene 2a gave 5-chloro-10,11-dihydro-5 H -dibenzo[ a,d ]cycloheptene-5,10-sulfide 4 . Chlorination of 5-thioxo-5 H -dibenzo[ a,d ]cycloheptene 2b gave the two isomers cis - and trans -5,11-dichloro-10,11-dihydro-5 H -dibenzo[ a,d ]cycloheptene-5,10-sulfide 7a,b . The two sulfides 4 and 7a,b were oxidized by using mCPBA or H 2 O 2 /AcOH to give the corresponding sulfoxides 5 and 8a,b , respectively. Treatment of the sulfide 7a,b with KI gave the primary ketone 1b together with trans -5-chloro-11-hydroxy-10,11-dihydro-5 H -dibenzo[ a,d ]cycloheptene-5,10-sulfide 9 . The structures of the new compounds were established by different spectroscopic techniques as well as single crystal X-ray diffraction for compounds 4 and 9 .","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"34 1","pages":"79 - 85"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78621581","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
A facile and selective method for oxidation of sulfides and thiols to their corresponding sulfoxides and disulfides with alumina-supported potassium permanganate under solvent-free conditions 在无溶剂条件下，用氧化铝负载的高锰酸钾将硫化物和硫醇氧化成相应的亚砜和二硫化物的一种简便、选择性的方法
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110213976
A. Hajipour, S. Mallakpour, H. Adibi
{"title":"A facile and selective method for oxidation of sulfides and thiols to their corresponding sulfoxides and disulfides with alumina-supported potassium permanganate under solvent-free conditions","authors":"A. Hajipour, S. Mallakpour, H. Adibi","doi":"10.1080/02786110213976","DOIUrl":"https://doi.org/10.1080/02786110213976","url":null,"abstract":"This paper describes the facile and selective oxidation of sulfides 1 and thiols 3 to their corresponding sulfoxides 2 and disulfides 4 with potassium permanganate supported on alumina in high yields under solvent-free conditions.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"195 1","pages":"155 - 160"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85543765","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: 18
Synthesis and Reactivity of Unsymmetrical S , S ″ -Dialkyl N -(Arenesulfonyl)Carbondithioimidates 不对称S, S″-二烷基N -(Arenesulfonyl)碳二硫代酰亚胺酯的合成及反应性
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110210630
W. Rudolf, D. Cleve, A. Riemer
{"title":"Synthesis and Reactivity of Unsymmetrical S , S ″ -Dialkyl N -(Arenesulfonyl)Carbondithioimidates","authors":"W. Rudolf, D. Cleve, A. Riemer","doi":"10.1080/02786110210630","DOIUrl":"https://doi.org/10.1080/02786110210630","url":null,"abstract":"S , S '-Dialkyl N -(arenesulfonyl)carbondithioimidates 3 are prepared either in a one-pot reaction by successive alkylation of disodium salts 2 or by using N -(arenesulfonyl)dithiocarbamates 4 . C,H-Acidic N -(arenesulfonyl)-carbondithioimidates 3a , b , d react with thiacumulenes in the presence of sodium hydride. Subsequent methylation leads to 2,3-dihydrothiazoles 7 and 1,3-dithiols 8 , respectively.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"3 1","pages":"21 - 27"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79838512","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
Utility of isothiocyanates in heterocyclic synthesis 异硫氰酸酯在杂环合成中的应用
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110214496
S. El-Desoky, H. Etman, S. Bondock, A. Fadda, M. Metwally
{"title":"Utility of isothiocyanates in heterocyclic synthesis","authors":"S. El-Desoky, H. Etman, S. Bondock, A. Fadda, M. Metwally","doi":"10.1080/02786110214496","DOIUrl":"https://doi.org/10.1080/02786110214496","url":null,"abstract":"Reaction of substituted pyrazolin-5-one and 3-phenyl-5-isoxazolone 1a-c with phenyl isothiocyanate in basic DMF gave the non-isolable sodium salt of the adduct 2a-c which was treated with HCl to give the corresponding thiocarbamoyl derivatives 3a-c . The latter compounds underwent heterocyclization upon treatment with chloroacetyl chloride and ethyl bromoacetate to give the corresponding thiazolidinone derivatives 6 and 7 . Compound 3a,b was oxidized to yield benzothiazoly pyrazolinone derivatives 8a,b . Also, nucleophilic substitution of 2 and 3 and with different nucleophilic reagents afforded the products 9-14 . Cyclocondensation of the thiocarbamoyl salt with some halogenated esters or acid chloride derivatives such as f -bromopropionate, ethyl chloroformate and f -bromo diethyl malonate afforded cyclized polyfunctionally thiazinone, thiazetidinone and thiazolidinone derivatives respectively 15-17 . The structures of the products were confirmed by spectral and micro analytical data.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"4 1","pages":"199 - 205"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"88625443","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: 29
Polyfunctional 1,3-Dithiolanes from 5,5-Dialkyl-4-Cyanomethylene-1,3-Oxathiolan-2-Ones 由5,5-二烷基-4-氰乙烯-1,3-草硫代烷-2- ones合成的多功能1,3-二硫代烷
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110210634
I. А. Dorofeev, A. Mal’kina, L. M. Sinegovskaya, B. Trofimov
{"title":"Polyfunctional 1,3-Dithiolanes from 5,5-Dialkyl-4-Cyanomethylene-1,3-Oxathiolan-2-Ones","authors":"I. А. Dorofeev, A. Mal’kina, L. M. Sinegovskaya, B. Trofimov","doi":"10.1080/02786110210634","DOIUrl":"https://doi.org/10.1080/02786110210634","url":null,"abstract":"The interaction of 5,5-dialkyl-4-cyanomethylene-1,3-oxathiolan-2-ones with diethylamine (without catalyst), aliphatic alcohols and ethanethiol (in the presence of triethylamine) occurs under mild conditions (room temperature, 3-12 r h) with ring opening and the subsequent dimerization to give polyfunctional 1,3-dithiolanes.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"29 1","pages":"13 - 7"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83655344","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
Poly(methylene diselenide) and poly(methylene seleno-polysulfido-selenides), -[-CH2Se2-] n -, -[-CH2SeS m Se-] n - 聚(亚甲基二硒化物)和聚(亚甲基硒-聚硫代硒化物)，-[- ch2se2 -] n -， -[- ch2ses m Se-] n -
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110214498
B. Trofimov, E. Deryagina, Emma Sukhomazova, E. Levanova, G. Myachina, S. Korzhova, Yuriy V. Mikhaylik, T. Skotheim
{"title":"Poly(methylene diselenide) and poly(methylene seleno-polysulfido-selenides), -[-CH2Se2-] n -, -[-CH2SeS m Se-] n -","authors":"B. Trofimov, E. Deryagina, Emma Sukhomazova, E. Levanova, G. Myachina, S. Korzhova, Yuriy V. Mikhaylik, T. Skotheim","doi":"10.1080/02786110214498","DOIUrl":"https://doi.org/10.1080/02786110214498","url":null,"abstract":"Poly(methylene diselenide), -[-CH2Se2-] n -, when alloyed with sulfur in a 1-4 molar excess of the latter, gives dark orange rubber-like poly(methylene seleno-polysulfido-selenides), -[-CH2SeS m Se-] n -, where m =1-4 representing a new class of S-Se organic polymers having no C-S bonds. At molar ratio sulfur:poly(methylene diselenide) equal to 16 sulfur content does not exceed m =4. The selenium part of the polymer, while alloying with sulfur, is removed from the polymer and forms the compound with sulfur. The polymers demonstrate reversible redox properties and can be employed as active cathode materials in rechargeable lithium cells.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"16 1","pages":"229 - 234"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75295651","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
Further Studies and Synthesis of Five-membered Rings via 1,3-Dipolar Cycloaddition of 1-Aza-2-azoniaallene Cations to Isothiocyanates and Nitriles 异硫氰酸酯和腈的1,3-偶极环加成法合成五元环的进一步研究
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110211429
A. El-Gazzar, M. Hegab, N. A. Hassan
{"title":"Further Studies and Synthesis of Five-membered Rings via 1,3-Dipolar Cycloaddition of 1-Aza-2-azoniaallene Cations to Isothiocyanates and Nitriles","authors":"A. El-Gazzar, M. Hegab, N. A. Hassan","doi":"10.1080/02786110211429","DOIUrl":"https://doi.org/10.1080/02786110211429","url":null,"abstract":"Cycloaddition of 1-aza-2-azoniaallene salts ( 2 , 9 and 17 ) with isothiocyanates gave different types of 1,2,4-triazolium salts ( 5 , 6 and 25-34 ), and 1,3,4-thiadiazolium salts ( 12 , 14 and 19 ). The obtained products depend on: a) the ability of a substituent of the heteroallene salts to undergo a [1,2] shift as a cationic charged migrant or to act as a cationic leaving groups (as a stable carbenium ion), b) Dimroth rearrangement of the initially formed thiadiazolium salts to triazolium salts. Accordingly, 1-aza-2-azoniaallenes ( 22 and 29 ) reacted with nitriles and dinitriles to give 1,2,4-triazolium salts ( 25 , 27 and 32-34 ).","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"12 1","pages":"45 - 62"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85244101","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
A convenient synthesis of novel nucleosides of 2-thioxo-5h-3,4-dihydropyrimido[5,4-b]indol-4-one 2-硫氧-5h-3,4-二氢嘧啶[5,4-b]吲哚-4-酮核苷的简便合成
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110215845
M. Saleh
{"title":"A convenient synthesis of novel nucleosides of 2-thioxo-5h-3,4-dihydropyrimido[5,4-b]indol-4-one","authors":"M. Saleh","doi":"10.1080/02786110215845","DOIUrl":"https://doi.org/10.1080/02786110215845","url":null,"abstract":"Reaction of 3-amino-2-ethoxycarbonylindole ( 1 ) with per- O -acetyl-sugar isothiocyanates 2a-c gave the corresponding glycopyranosyl thioureas 3a-c . The N -nucleosides analogues 3-(per- O -acetyl- β -D-glycopyranosyl)-2-thioxo-5H-3, 4-dihydropyrimido [5,4-b] indol- 4 -one 4a-c were obtained by cyclization of 3a-c in the presence of ZnCl2. Deacetylation of 4a-c with sodium methoxide in methanol yielded the free nucleoside derivatives 5a-c . Alkylation of 5a,b with methyl iodide and benzyl bromide gave good yields of the corresponding 2-methylthio 6a,b and the 2-benzylthio 6c,d analogues. The 2-methylsulfonyl compounds 7a,b were obtained from the corresponding 2-methylthio compounds 6a,b by oxidation with m -chloroperoxybenzoic acid.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"149 1","pages":"235 - 245"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86131181","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
In pursuit of the elusive trithia[1.1.1]propellane: Synthesis of potential 1,3-dithietane precursors 寻找难以捉摸的三硫醚[1.1.1]推进剂:潜在的1,3-二己烷前体的合成
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110212860
U. Zoller, Fayun Chen
{"title":"In pursuit of the elusive trithia[1.1.1]propellane: Synthesis of potential 1,3-dithietane precursors","authors":"U. Zoller, Fayun Chen","doi":"10.1080/02786110212860","DOIUrl":"https://doi.org/10.1080/02786110212860","url":null,"abstract":"High-level ab initio calculations predicted the strained three-membered trithia[1.1.1]propellane 1a (X=Y=Z=S) to be a tightly-bound molecule which should be experimentally accessible. In analogy to the successful synthesis of'the [1.1.1] propellane, our synthesis strategy focused on the attempted preparation of 1,3-dihalo-trithia-bicyclo[1.1.1] pentanes 2 , to serve as a precursor for the target molecule. However, 1a proved to be unattainable via the planned strategy beyond the stage of the readily synthesized, substituted 1,3-dithietanes 3 , due to the inaccessibility of 2 from the latter. The successfully synthesized 1,3-dithietanes 5c,d are expected to provide 2 , the key precursor of 1 via 1,3-dihalogenation-dehalogenation.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"25 1","pages":"115 - 121"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82177468","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
Novel synthesis of phthalazine derivatives as antimicrobial agents 新型酞嗪类抗菌药物的合成
Sulfur Letters Pub Date : 2002-01-01 DOI: 10.1080/02786110213977
Y. Issac, Eman El-Karim, S. Donia, Mohamed Behalow
{"title":"Novel synthesis of phthalazine derivatives as antimicrobial agents","authors":"Y. Issac, Eman El-Karim, S. Donia, Mohamed Behalow","doi":"10.1080/02786110213977","DOIUrl":"https://doi.org/10.1080/02786110213977","url":null,"abstract":"Reaction of 4-(phenoxathiin-2-yl)-1-oxy or mercaptophthalazines 2a,c with phthalyl or tosylamino acids 3 and 4 has been found to yield 5,6a-j . Hydrazinolysis of 5,6a-e furnished amino derivatives 5,6k-o . Some of the newly synthesized products were tested for their antimicrobial activities.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"17 1","pages":"183 - 190"},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"72995096","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: 19
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