Facile rearrangement of push-pull 5-substituted 4-oxothiazolidines induced by pyridinium hydrobromide perbromide under homogeneous reaction conditions-Reference-Cited by-同舟云学术

Facile rearrangement of push-pull 5-substituted 4-oxothiazolidines induced by pyridinium hydrobromide perbromide under homogeneous reaction conditions

Published:2004 Issue:4 Volume:69 Page:239-245
ISSN:0352-5139
Container-title:Journal of the Serbian Chemical Society
language:en
Short-container-title:JSCS

Author:

Markovic Rade¹,Baranac Marija¹,Dzambaski Zdravko²

Affiliation:

1. Faculty of Chemistry, University of Belgrade, Studentski trg 16, P.O. Box 158, 11000 Belgrade

2. Center for Chemistry ICTM, P.O.Box 473, 11000 Belgrade, Serbia and Montenegro

Abstract

Pyridinium hydrobromide perbromide (PHBP) is a highly efficient reagent for the conversion of 5-substituted-2-alkylidene-4-oxothiazolidine derivatives to the corresponding thiazolidines with two fully delocalized exocyclic double bonds at the C(2) and C(5) positions. This conversion as a two-step bromination-rearrangement process occurs in acetonitrile under homogeneous reaction conditions.

Publisher

National Library of Serbia

Subject

General Chemistry

Reference23 articles.

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3. Use of vinylogous urethanes in alkaloid synthesis: formal synthesis of ipalbidine

4. High regioselectivity in the heterocyclization of β-oxonitriles to 4-oxothiazolidines: X-ray structure proof

5. Configurational isomerization of push-pull thiazolidinone derivatives controlled by intermolecular and intramolecular RAHB: 1 H NMR dynamic investigation of concentration and temperature effects

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