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Iodine‐DMSO catalyzed chemoselective oxidative aromatization and deallylation, nondeallylation of aryl allyl ether of tetrahydro‐ β ‐carboline
Author(s) -
Gaikwad Sunil V.,
Gaikwad Milind V.,
Lokhande Pradeep D.
Publication year - 2021
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.4265
Subject(s) - aromatization , chemistry , catalysis , iodine , dimethyl sulfoxide , selectivity , aryl , oxidative phosphorylation , sulfoxide , organic chemistry , ether , medicinal chemistry , alkyl , biochemistry
We have developed a simple method for the chemoselective aromatization of tetrahydro‐ β ‐carboline with selective nondeallylation O ‐allyl groups in the presence of iodine (100 mol %) in dimethyl sulfoxide/H 2 O 2 . A convergent approach toward the oxidative aromatization with selective deallylation (deprotection) of O ‐allyl‐tetrahydro‐ β ‐carboline using iodine in dimethyl sulfoxide/HCl has been described. The present protocol contains cheap catalyst, easy work up, normal reaction conditions, and high selectivity.