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An efficient and convenient synthesis of unsymmetrical disulfides from thioacetates

Abstract

We have developed convenient methods for the synthesis of functionalized unsymmetrical dialkyl disulfides under mild conditions in very good yields. The designed method is based on the reaction of (5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)-disulfanyl derivatives 1 with functionalized alkyl thiolate anions, generated in situ from thioacetates2and sodium methoxide or butylamine. The developed method allows the preparation of unsymmetrical disulfides bearing additional hydroxy, carboxy, amino, azido, biotin, or maleimide functionalities

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Category:
Articles
Type:
artykuł w czasopiśmie wyróżnionym w JCR
Published in:
TETRAHEDRON LETTERS no. 54, edition 51, pages 7021 - 7023,
ISSN: 0040-4039
Language:
English
Publication year:
2013
Bibliographic description:
Lach S., Demkowicz S., Witt D.: An efficient and convenient synthesis of unsymmetrical disulfides from thioacetates// TETRAHEDRON LETTERS. -Vol. 54, iss. 51 (2013), s.7021-7023
DOI:
Digital Object Identifier (open in new tab) 10.1016/j.tetlet.2013.10.056
Verified by:
Gdańsk University of Technology

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