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Di‐ tert Butyl Peroxide‐Promoted Sequential Methylation and Intramolecular Aromatization of Isonitriles
Author(s) -
Dai Qiang,
Yu JinTao,
Feng Xiaomei,
Jiang Yan,
Yang Haitao,
Cheng Jiang
Publication year - 2014
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.201400660
Subject(s) - chemistry , aromatization , homolysis , peroxide , intramolecular force , medicinal chemistry , trifluoromethyl , methylation , hydrogen peroxide , radical , organic chemistry , catalysis , alkyl , biochemistry , dna
The di‐ tert butyl peroxide (DTBP)‐promoted sequential reaction of isonitriles is developed, leading to 6‐methylphenanthridine derivatives in moderate to excellent yields. DTBP served as both promoter and methyl source. The procedure proceeds through the addition of a methyl radical derived from the peroxide to the isonitrile followed by aromatic homolytic cyclization. It tolerates a series of functional groups, such as fluoro, chloro, acetyl, methoxycarbonyl, cyano and trifluoromethyl.
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