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Cobalt‐Catalyzed C−H Nitration of Indoles by Employing a Removable Directing Group
Author(s) -
Saxena Paridhi,
Kapur Manmohan
Publication year - 2018
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201800036
Subject(s) - nitration , cobalt , catalysis , nitro , nitrite , chemistry , nitrate , medicinal chemistry , combinatorial chemistry , group (periodic table) , organic chemistry , alkyl
A mild and efficient C(sp 2 )−H nitration of 3‐substituted indoles, by using the economical and non‐toxic cobalt nitrate hexahydrate [Co(NO 3 ) 2 ⋅ 6 H 2 O] as a catalyst and tert ‐butyl nitrite (TBN) as the nitro source, is reported. This approach provides a unique methodology involving a site‐selective C−N bond formation for preparation of C‐2 substituted nitro indoles. Utilization of the t Boc as the removable directing group enhances the synthetic utility of the method.