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Rh III ‐Catalyzed Regioselective Preparation of 3‐Hetero‐Substituted Isocoumarins from Aryl Carboxylic Acids and Alkynes
Author(s) -
Song Lijuan,
Xiao Jing,
Dong Wanrong,
Peng Zhihong,
An Delie
Publication year - 2017
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.201601330
Subject(s) - isocoumarins , regioselectivity , chemistry , catalysis , annulation , rhodium , substrate (aquarium) , aryl , functional group , organic chemistry , combinatorial chemistry , medicinal chemistry , oceanography , polymer , geology , alkyl
An oxygen‐mediated annulation reaction has been reported herein. Various 3‐hetero‐substituted isocoumarins were successfully prepared with high efficiency (yields up to 88 %) and good functional‐group tolerance (35 examples) in the presence of a rhodium catalyst. A plausible mechanism has also been proposed that shows the high regioselectivity mostly likely originates from the electron‐density difference between the alkynyl carbon atoms of the substrate.