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Regio‐ and Diastereoselective KMnO 4 /RCO 2 H Mediated Acyloxyarylation of Chalcones – An Indirect α‐Arylation of Chalcones
Author(s) -
Adib Mehdi,
RajaiDaryasarei Saideh,
Pashazadeh Rahim,
Mahdavi Mohammad,
Madadi Mozhdeh,
Jahani Mehdi
Publication year - 2020
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.201901647
Subject(s) - chemistry , chalcone , stereochemistry , sequence (biology) , organic chemistry , medicinal chemistry , biochemistry
A Mn VII ‐mediated regio‐ and diastereoselective acyloxyarylation of chalcones is unveiled. Heating a solution of a chalcone and an arylboronic acid in an aliphatic carboxylic acid at 80 °C for 1 h afforded the corresponding 1‐acyloxy‐3‐oxo‐1,2,3‐triarylpropanes in high yields. The β‐acyloxy‐α‐arylation/elimination sequence can be regarded as an indirect α‐arylation of chalcones.