Synthesis 2017; 49(23): 5149-5158
DOI: 10.1055/s-0036-1588513
paper
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Copper-Free Sonogashira Coupling of 2-Bromoarylcarbonyls: Synthesis of Isobenzofurans via One-Pot Reductive Cyclization

Authors

  • Alavala Gopi Krishna Reddy

    Department of Chemistry, Indian Institute of Technology, Hyderabad, Kandi – 502 285, Sangareddy, Telangana, India   Email: gvsatya@iith.ac.in
  • Gedu Satyanarayana*

    Department of Chemistry, Indian Institute of Technology, Hyderabad, Kandi – 502 285, Sangareddy, Telangana, India   Email: gvsatya@iith.ac.in

We are grateful to the Council of Scientific and Industrial Research (CSIR), New Delhi, for the financial support [Sanction No. 02(0262)/16/EMR-11].
Further Information

Publication History

Received: 27 June 2017

Accepted after revision: 29 June 2017

Publication Date:
02 August 2017 (online)


Graphical Abstract

Abstract

Palladium-catalyzed copper-free Sonogashira coupling of 2-bromocarbonyls is presented. This method afforded the 2-alkynylaryl carbonyls, useful synthons for the accomplishment of many carbocyclic and heterocyclic motifs. Significantly, the strategy was extended to the one-pot synthesis of isobenzofurans via reduction followed by intramolecular 5-exo-dig cyclization.

Supporting Information