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Cascade Reactions: A Multicomponent Approach to Functionalized Indane Derivatives by a Tandem Palladium‐ Catalyzed Carbamoylation/Carbocylization Process
Author(s) -
Gabriele Bartolo,
Veltri Lucia,
Mancuso Raffaella,
Carfagna Carla
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.201301051
Subject(s) - chemistry , indane , carbanion , moiety , palladium , intramolecular force , cascade reaction , tandem , catalysis , combinatorial chemistry , stereoselectivity , amination , organic chemistry , materials science , composite material
A novel, multicomponent and stereoselective approach to functionalized indane derivatives is reported. It is based on a tandem process consisting of Pd‐catalyzed oxidative carbamoylation of 2‐(2‐ethynylbenzyl)malonates with carbon monoxide, a secondary amine, and oxygen (with formation of a propiolamide intermediate), followed by carbocyclization, occurring through intramolecular addition of an in situ formed carbanion to the propiolamide moiety.