Open AccessSynthesis of Azacarbolines via PhIO2-Promoted Intramolecular Oxidative Cyclization of α-Indolylhydrazones
Author(s) -
Matteo Corrieri,
Lucia De Crescentini,
Fabio Mantellini,
Giacomo Mari,
Stefania Santeusanio,
Gianfranco Favi
Publication year - 2021
Publication title -
journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/acs.joc.1c02217
Subject(s) - trifluoroacetic acid , intramolecular force , chemistry , oxidative phosphorylation , inert gas , indole test , transformation (genetics) , inert , combinatorial chemistry , transition metal , atmosphere (unit) , organic chemistry , medicinal chemistry , photochemistry , catalysis , biochemistry , physics , gene , thermodynamics
An unprecedented synthesis of polysubstituted indole-fused pyridazines (azacarbolines) from α-indolylhydrazones under oxidative conditions using a combination of iodylbenzene (PhIO 2 ) and trifluoroacetic acid (TFA) has been developed. This transformation is conducted without the need for transition metals, harsh conditions, or an inert atmosphere.