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Au I ‐Catalyzed Direct Hydroamination/Hydroarylation and Double Hydroamination of Terminal Alkynes
Author(s) -
Patil Nitin T.,
Lakshmi Pediredla G. V. V.,
Singh Vipender
Publication year - 2010
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.201000389
Subject(s) - hydroamination , alkyne , chemistry , catalysis , toluene , terminal (telecommunication) , combinatorial chemistry , organic chemistry , medicinal chemistry , telecommunications , computer science
An efficient method for formal Markownikoff hydroamination/hydroarylation and double hydroamination of terminal alkynes has been developed. For example, treatment of terminal alkynes with amino‐aromatics or diamines in the presence of 2–5 mol‐% of Ph 3 PAuNTf 2 in toluene at 100 °C gave the corresponding products in excellent yields. The method was shown to be applicable to a broad range of substrates and, more importantly, unlike our previously reported method, a tethered hydroxy group in the alkyne is not necessary. The mechanism of the reaction is also discussed.