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Regioselective C‐7 Nitration of 8‐Aminoquinoline Amides Using tert ‐Butyl Nitrite
Author(s) -
Mondal Susmita,
Samanta Sadhanendu,
Hajra Alakananda
Publication year - 2018
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.201701555
Subject(s) - chemistry , nitration , regioselectivity , amide , nitrite , quinoline , aryl , combinatorial chemistry , organic chemistry , medicinal chemistry , nitrate , catalysis , alkyl
Regioselective C‐7 nitration of 8‐aminoquinoline amide has been achieved using tert ‐butyl nitrite under metal‐free conditions at ambient temperature. The protocol is applicable to various aryl, heteroaryl as well as aliphatic carboxamides, and exhibits high functional group compatibility. The present method provides selective mononitrated quinoline derivatives. Experimental results suggest that the reaction likely proceeds through a radical pathway.