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Synthesis of 3‐(2‐Nitroalkyl)pyrroles from Sulfonylpyrroles and their Conversion to 6‐Azaindole Derivatives
Author(s) -
Lancianesi Stefano,
Palmieri Alessandro,
Petrini Marino
Publication year - 2013
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.201300701
Subject(s) - chemistry , aromatization , nitro , sequence (biology) , group (periodic table) , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis , biochemistry , alkyl
The reaction of sulfonylpyrroles with nitroalkanes in the presence of KF/alumina generates 3‐(2‐nitroalkyl)pyrroles in good yields. These compounds can be converted into trisubstituted 6‐azaindoles by a sequence of reactions comprising reduction of the nitro group, Pictet–Spengler cyclization and final oxidative aromatization.

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