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Sulfur centered reactive intermediates; thiocarbonyl ylides - precursors of some heterocyclic compounds


Mloston, Grzegorz; Romanski, Jaroslaw; Kägi, Martin; Heimgartner, Heinz (1997). Sulfur centered reactive intermediates; thiocarbonyl ylides - precursors of some heterocyclic compounds. Polish Journal of Applied Chemistry, 41:361-368.

Abstract

Thiobenzophenone (2), 2,2,4,4-tetramethyl-3-thioxobutanone (3), adamantanethione (4), and 3-phenyl-5,5-dimethyl-1,3-thiazole-5(4H)-thione (5) reacted quite smoothly with carbonyl substituted diazo compounds. After evolution of nitrogen, derivatives of 1,3-oxathiole, thiirane or 1,3-dithiolane have been isolated as respective products of reactions of thiocarbonyl ylides which are considered as reactive intermediates. The rate of nitrogen evolution and the type of products formed, strongly depended on the type of thioketones and diazo compounds used in the reaction.

Thiobenzophenone (2), 2,2,4,4-tetramethyl-3-thioxobutanone (3), adamantanethione (4), and 3-phenyl-5,5-dimethyl-1,3-thiazole-5(4H)-thione (5) reacted quite smoothly with carbonyl substituted diazo compounds. After evolution of nitrogen, derivatives of 1,3-oxathiole, thiirane or 1,3-dithiolane have been isolated as respective products of reactions of thiocarbonyl ylides which are considered as reactive intermediates. The rate of nitrogen evolution and the type of products formed, strongly depended on the type of thioketones and diazo compounds used in the reaction.

Additional indexing

Item Type:Journal Article, not refereed, further contribution
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:1997
Deposited On:18 Nov 2013 10:08
Last Modified:05 Apr 2016 17:09
Publisher:Polska Akademia Nauk * Centrum Chemii Polimerow
ISSN:0867-8928
Funders:Polish State Committee for Scientific Research, Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel

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