Microwave-Promoted Michael Addition of Azaheterocycles to α,β-Unsaturat­ed Esters and Acid under Solvent-Free Conditions

Abstract Regioselective Michael addition of N -9 adenine to ethyl acrylate under microwave activation in solid-liquid solvent-free phase-transfer catalysis using TBAB as catalyst and DABCO as base was extended to tert -butyl acrylate and acrylic acid. Under these conditions and in the presence of a...

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Bibliographic Details
Published inSynlett Vol. 23; no. 5; pp. 791 - 795
Main Authors Dubois, Lilian, Acher, Francine C., McCort-Tranchepain, Isabelle
Format Journal Article
LanguageEnglish
Published Stuttgart · New York Georg Thieme Verlag 19.03.2012
Subjects
letter
Michael addition
microwave irradiation
azahetero­cycles
phase-transfer catalysis
green chemistry
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Summary:Abstract Regioselective Michael addition of N -9 adenine to ethyl acrylate under microwave activation in solid-liquid solvent-free phase-transfer catalysis using TBAB as catalyst and DABCO as base was extended to tert -butyl acrylate and acrylic acid. Under these conditions and in the presence of a catalytic amount of KOH, first Michael addition of indole and indolylmaleimide to acrylates is also reported.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0031-1290164