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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

A Highly Stereoselective Synthesis of E-(But-1-en-3-yne-1-sulfonyl) hetarenes and Disubstituted 2-Benzothiazolyl Alkynes by Palladium Catalyzed Sonogashira Type Coupling of 2-Chlorovinylsulfones

Author(s): Julija Visnevska, Sergey Belyakov, Edgars Abele

Volume 9 , Issue 4 , 2012

Page: [250 - 256] Pages: 7

DOI: 10.2174/157017812800233769

Price: $65

Abstract

Novel and highly stereoselective route to E-(but-1-en-3-yne-1-sulfonyl)hetarenes by palladium catalyzed Sonogashira type coupling of unstable E-2-chlorovinylsulfonylbenzene and E-2-(2-chlorovinylsulfonyl)pyridine was presented. Usage of potassium phosphate as novel base in Sonogashira reaction was demonstrated. Unusual coupling products in the Sonogashira reaction of E-2-(2-chlorovinylsulfanyl)benzothiazole with different alkynes were obtained.

Keywords: Copper catalysis, E-2-chlorovinylsulfonylhetarenes, E-(but-1-en-3-yne-1-sulfonyl)hetarenes, Palladium catalysis, Sonogashira coupling, dendrimers, triethylamine, salts, atom-numbering, atoms


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