4.4 Article

Silver triflate and triphenylphosphine co-catalyzed reactions of 2-alkynylbenzaldehyde, amine, and α,β-unsaturated ketone

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 46, Pages 6273-6275

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.09.005

Keywords

2-Alkynylbenzaldehyde; Amine; alpha,beta-unsaturated ketone; 1,2-Dihydroisoquinoline; Silver triflate; Triphenylphosphine

Funding

  1. National Natural Science Foundation of China [20772018]
  2. Science and Technology Commission of Shanghai Municipality [09JC14049]
  3. New Century Excellent Talents in University [NCET-07-0208]

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A two-component activation system that combines metal catalysis (AgOTf) and the employment of catalytic amount of organocatalyst (PPh3) has been successfully employed in the three-component reaction of 2-alkynylbenzaldehyde, amine, and alpha,beta-unsaturated ketone. This reaction proceeds smoothly in THF under mild conditions leading to the functionalized 1,2-dihydroisoquinolines in moderate to good yields. (C) 2009 Elsevier Ltd. All rights reserved.

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