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Rh III ‐Catalyzed Decarboxylative o ‐Acylation of Arenes Bearing an Oxidizing Directing Group
Author(s) -
Bera Suvankar,
Chandrasekhar K.,
Chatterjee Satadru,
Killi Sunil Kumar,
Sarkar Debabrata,
Banerji Biswadip
Publication year - 2019
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.201900242
Subject(s) - chemistry , acylation , rhodium , oxidizing agent , catalysis , group (periodic table) , phenols , medicinal chemistry , decarboxylation , organic chemistry
Here in we report, rhodium(III)‐catalyzed decarboxylative acylation of arenes using α‐oxocarboxylic acids as acyl surrogate. In this strategy, O–NHAc group act as an autocleavable oxidizing directing group (ODG auto ), thus giving rise to ortho ‐acylated phenols in moderate to good yields. Mechanistic studies provided strong support for a kinetically relevant C–H bond activation. According to the best of our knowledge, this is the first report of Rhodium catalyzed decarboxylative acylation.