Synthesis of Isocoumarins via Pd/C-Mediated Reactions of o-Iodobenzoic Acid with Terminal Alkynes

Venkataraman Subramanian, Venkateswara Rao Batchu, Deepak Barange, and Manojit Pal*
Chemistry-Discovery Research, Dr. Reddy's Laboratories Ltd., Bollaram Road, Miyapur, Hyderabad 500049, India
J. Org. Chem., 2005, 70 (12), pp 4778–4783
DOI: 10.1021/jo050440e
Publication Date (Web): May 17, 2005
Copyright © 2005 American Chemical Society

 DRL publication number 476.

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*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, manojitpal@drreddys.com

Abstract

Abstract Image

The coupling reaction of o-iodobenzoic acid with terminal alkynes by using a catalyst system of 10% Pd/C−Et3N−CuI−PPh3 has been studied in a variety of solvents. 3-Substituted isocoumarins were formed in good yields and with good regioselectivity when the reaction was performed in EtOH.

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History

  • Published In Issue June 10, 2005
  • Received March 8, 2005

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