Carbon-bromine cleavage by dimethyl sulfoxide: the key step of C(5) functionalization of push-pull 2-alkylidene-4-oxothiazolidine vinyl bromides
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Push-pull 2-alkylidene-4-oxothiazolidine vinyl bromides undergo efficient C(5) functionalization through DMSO-assisted carbon-bromine cleavage, followed by a bromine transfer-substitution (or elimination) sequence. A mechanism for this novel transformation is proposed. (c) 2007 Elsevier Ltd. All rights reserved.
Keywords:push-pull 2-alkylidene-4-oxothiazolidines / vinyl bromides / dimethyl sulfoxide / C(5) functionalization
Source:Tetrahedron Letters, 2007, 48, 10, 1695-1698
- Pergamon-Elsevier Science Ltd, Oxford