Title
Generation and cyclization of thiocarbonyl S-ylides by reaction of diazocompounds with C-sulfonyldithioformates Generation and cyclization of thiocarbonyl S-ylides by reaction of diazocompounds with C-sulfonyldithioformates
Author
Publication type
article
Publication
Deerfield Beach, Fla ,
Subject
Chemistry
Source (journal)
Heteroatom chemistry. - Deerfield Beach, Fla
Volume/pages
18(2007) :1 , p. 28-33
ISSN
1042-7163
ISI
000243444200006
Carrier
E
Target language
English (eng)
Full text (Publishers DOI)
Affiliation
University of Antwerp
Abstract
The unexpected 1,3-benzodithiine derivatives 5b,c were obtained from the reactions of trimethylsilyldiazomethane 2 with C-sulfonyl-dithioformates, bearing pentachlorophenylthio group, 1b,c via unprecedented cyclization of the transient thiocarbonyl ylides 4b,c. While the corresponding reaction with C-sulfonyldithiofonnates, bearing phenylthio group, afforded 5a via [2+3]-cycloadditive dimerization of a transient thiocarbonyl ylides 4a. Under the same reaction condition, C-sulfonyl-dithioformates 1d-f react with diazomethane and/or phenyldiazomethane to afford the unsymmetrical 1,3-dithiolane 7d,e and thiirane 8e,f derivatives, respectively. (c) 2007 Wiley Periodicals, Inc.
E-info
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