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Copper(II)‐Catalyzed Synthesis of Indoloquinoxalin‐6‐ones through Oxidative Mannich Reaction
Author(s) -
Gogoi Anupal,
Sau Prasenjit,
Ali Wajid,
Guin Srimanta,
Patel Bhisma K.
Publication year - 2016
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.201501532
Subject(s) - chemistry , benzimidazole , imidazole , catalysis , pyrrole , mannich reaction , nitrogen atom , medicinal chemistry , peroxide , hydrogen peroxide , oxidative phosphorylation , copper , organic chemistry , combinatorial chemistry , polymer chemistry , group (periodic table) , biochemistry
A Cu‐catalyzed synthesis of indoloquinoxalin‐6‐one has been developed that starts from o ‐indolyl‐ N , N ‐dialkylamines through sp 3 C–H bond oxidation α to the nitrogen atom with di‐ tert ‐butyl peroxide as oxidant. Other heterocycles, such as pyrrole, imidazole and benzimidazole derivatives also reacted successfully to give their respective fused quinoxalin‐6‐one derivatives. In this process, one of the methyl groups is transformed into a carbonyl group.