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Regio‐ and Chemoselective N‐1 Acylation of Indoles: Pd‐Catalyzed Domino Cyclization to Afford 1,2‐Fused Tricyclic Indole Scaffolds
Author(s) -
Liu Yongxian,
Huang Yuanqiong,
Song Hongjian,
Liu Yuxiu,
Wang Qingmin
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201406617
Subject(s) - indole test , tricyclic , sonogashira coupling , chemistry , domino , acylation , combinatorial chemistry , catalysis , stereochemistry , organic chemistry , palladium
A concise method for the synthesis of 1,2‐fused tricyclic indole scaffolds by domino cyclization involving a Pd‐catalyzed Sonogashira coupling, indole cyclization, regio‐ and chemoselective N‐1 acylation, and 1,4‐Michael addition is reported. This method provides straightforward access to tetrahydro[1,4]diazepino[1,2‐ a ]indole and hexahydro[1,5]diazocino[1,2‐ a ]indole scaffolds.