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Ruthenium‐Catalyzed Intermolecular Hydroamination of Terminal Alkynes with Anilines: A Practical Synthesis of Aromatic Ketimines
Author(s) -
Tokunaga Makoto,
Eckert Markus,
Wakatsuki Yasuo
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19991102)38:21<3222::aid-anie3222>3.0.co;2-7
Subject(s) - hydroamination , phenylacetylene , aniline , chemistry , regioselectivity , ruthenium , catalysis , intermolecular force , yield (engineering) , organic chemistry , distillation , solvent , combinatorial chemistry , molecule , materials science , metallurgy
Without solvent and in the open air , the hydroamination of phenylacetylene with aniline in the presence of [Ru 3 (CO) 12 ]/NH 4 PF 6 proceeds with high regioselectivity [Eq. (1)]. Simple distillation gives a product with greater than 99 % purity in an excellent yield. The application of this method to a new two‐component reaction gives the important class of substances: the quinolines.