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Bromine Complexes of Polyvinylpyrrolidone Supports: A Mild Reagent for the Transformation of α‐Oxoketene Dithioacetals to β‐Oxothiolesters

Authors :
Paulson Mathew
V. N. Rajasekharan Pillai
Satheesh K. Nair
C. V. Asokan
K. M. Sreedhar
Source :
Synthetic Communications. 35:2157-2161
Publication Year :
2005
Publisher :
Informa UK Limited, 2005.

Abstract

When α‐oxoketene dithioacetals 1a–n were treated with the bromine complex of a copolymer of 1‐vinyl‐2‐pyrrolidone and 4‐vinylpyridine, the corresponding thiolcarboxylates 2a–n were formed in excellent yields. The reaction also works with other 1‐vinyl‐2‐pyrrolidone‐derived polymers as well as commercially available polyvinylpyrrolidone–bromine complexes. The method is suitable for preparing aliphatic, aromatic, and γ,δ‐unsaturated β‐oxothiolcarboxylates.

Details

ISSN :
15322432 and 00397911
Volume :
35
Database :
OpenAIRE
Journal :
Synthetic Communications
Accession number :
edsair.doi...........acb8cbef70ad849871314523146eed05
Full Text :
https://doi.org/10.1080/00397910500182069