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Efficient Approach to Amide Bond Formation with Nitriles and Peroxides: One‐Pot Access to Boronated β‐Ketoamides
Author(s) -
Gore Babasaheb Sopan,
Senadi Gopal Chandru,
Garkhedkar Amol Milind,
Wang JehJeng
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700532
Subject(s) - chemistry , boron trifluoride , synthon , amide , boron , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis
An efficient, mild and practical approach for the synthesis of amides from nitriles and peroxides is reported in the presence of boron trifluoride ethereate. In this protocol, we utilized peroxides as C 1 synthons for the amidation reaction. Also, we successfully prepared boron‐containing β‐ketoamides in a one‐pot assembly from β‐ketonitriles. A variety of functional groups were tolerated in moderate to good yields. Radical inhibition studies showed that the reaction proceeded via a non‐radical pathway.