Synthesis 2014; 46(02): 195-202
DOI: 10.1055/s-0033-1338563
paper
© Georg Thieme Verlag Stuttgart · New York

Catalytic C–H Activation of Arylacetylenes: A Fast Assembly of 3-(Arylethynyl)-3-hydroxyindolin-2-ones Using CuI/DBU

Authors

  • Mangilal Chouhan

    Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Sector 67, Mohali, Punjab 160062, India   Email: vn74nr@yahoo.com
  • Kishna Ram Senwar

    Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Sector 67, Mohali, Punjab 160062, India   Email: vn74nr@yahoo.com
  • Kapil Kumar

    Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Sector 67, Mohali, Punjab 160062, India   Email: vn74nr@yahoo.com
  • Ratnesh Sharma

    Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Sector 67, Mohali, Punjab 160062, India   Email: vn74nr@yahoo.com
  • Vipin A. Nair*

    Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Sector 67, Mohali, Punjab 160062, India   Email: vn74nr@yahoo.com
Further Information

Publication History

Received: 27 August 2013

Accepted after revision: 29 October 2013

Publication Date:
28 November 2013 (online)


Graphical Abstract

Preview

Abstract

A highly efficient and atom-economic methodology has been developed for the synthesis of 3-(arylethynyl)-3-hydroxyindolin-2-ones from isatins by C–H activation of arylacetylenes using a catalytic quantity of copper(I) iodide (5 mol%) and DBU (20 mol%) at 25 °C, affording the products in excellent yields in very short reaction time (5 min).

Supporting Information