Premium
A Passerini/Michael Pathway towards Butyrolactones
Author(s) -
Jia Shuanglong,
El Kaïm Laurent
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800958
Subject(s) - chemistry , acrylonitrile , nucleophile , michael reaction , adduct , hydrolysis , organic chemistry , catalysis , polymer , copolymer
The Passerini adducts of aromatic aldehydes may act as nucleophiles in Michael additions with acrylonitrile. The reaction proceeds together with hydrolysis of the ester. The resulting γ‐hydroxynitrile may be cyclized under acidic conditions to afford a three‐steps synthesis of γ‐butyrolactones from isocyanides.