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A Convenient Synthesis of Vinyl Sulfides
Author(s) -
Katritzky Alan R.,
Afridi Amir S.,
Kuzmierkiewicz Wojciech
Publication year - 1991
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19910740830
Subject(s) - chemistry , alkyl , electrophile , thio , aryl , medicinal chemistry , sulfide , organic chemistry , catalysis
tert ‐Alkyl sulfides, with an α‐(1 H ‐benzotriazol‐1‐yl) group 6 and 13 , are readily prepared from N ‐[(aryl‐thio)methyl]‐1 H ‐benzotriazoles 3 and N ‐( 11 ), respectively, by reaction with BuLi and then with the appropriate electrophile. The tert ‐alkyl sulfides 6 and 13 are smoothly converted by BF 3 . OEt 2 into vinyl sulfides 5, 7 or 12 , respectively, in satisfactory yields.