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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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| Authors: | Marija Baranac Stojanovi? Rade Markovi? |
| Institution: | Faculty of Chemistry, University of Belgrade, Studentski trg 16, PO Box 158, 11001 Belgrade, Serbia Center for Chemistry ICTM, PO Box 473, 11000 Belgrade, Serbia |
| Abstract: | 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. |
| Keywords: | Push-pull 2-alkylidene-4-oxothiazolidines Vinyl bromides Dimethyl sulfoxide C(5) Functionalization |
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