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

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
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Publikationsverlauf

Received: 27. August 2013

Accepted after revision: 29. Oktober 2013

Publikationsdatum:
28. November 2013 (online)


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