Journal
TETRAHEDRON
Volume 67, Issue 16, Pages 2969-2973Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.02.044
Keywords
Tandem reaction; Internal alkynes; Annulation; Palladium catalysis
Categories
Funding
- National Natural Science Foundation of China [20772114]
- Innovation Fund for Outstanding Scholar of Henan Province [621001100]
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An efficient and facile synthesis of isoquinolines has been described via a tandem reaction of imination of o-halobenzaldehydes with tert-butyl amine and subsequent palladacycle-catalyzed iminoannulation of internal alkynes. This tandem reaction could be carried out successively in one pot without any special operation, and the annulation step could afford isoquinolines derivatives in moderate to good yields with high regioselectivity. In addition, the simple synthesis of indoles was realized by palladacycle-catalyzed annulation of o-iodoaniline or o-bromoanilines with internal alkynes. (C) 2011 Elsevier Ltd. All rights reserved.
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