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Gallium Trichloride Catalyzed Hydroamination of Alkynes: Scope, Limitation, and Mechanistic Studies by DFT
Author(s) -
Li Lei,
Huang Genping,
Chen Zhou,
Liu Wei,
Wang Xiufang,
Chen Yanmei,
Yang Lijuan,
Li Wu,
Li Yahong
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200829
Subject(s) - hydroamination , chemistry , catalysis , markovnikov's rule , aniline , gallium , selectivity , combinatorial chemistry , intermolecular force , pincer movement , intramolecular force , organic chemistry , regioselectivity , molecule
The successful application of gallium trichloride as a catalyst for the intermolecular hydroamination of alkynes with aromatic amines is reported. The reaction is effective with many aniline derivatives and shows exclusive selectivity for the Markovnikov products. The mechanism of the transformation was investigated by DFT calculations and a plausible pathway is proposed.