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Molecules 2014, 19(5), 6439-6449; doi:10.3390/molecules19056439
Article

Palladium-Catalyzed Direct Addition of 2-Aminobenzonitriles to Sodium Arylsulfinates: Synthesis of o-Aminobenzophenones

1,2, 1
 and 1,*
1 Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, China 2 College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, China
* Author to whom correspondence should be addressed.
Received: 3 May 2014 / Revised: 15 May 2014 / Accepted: 19 May 2014 / Published: 20 May 2014
(This article belongs to the Special Issue Palladium Catalysts)
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Abstract

The first example of the palladium-catalyzed synthesis of o-aminobenzophenones in moderate to excellent yields via a direct addition of sodium arylsulfinates to unprotected 2-aminobenzonitriles was reported. A plausible mechanism for the formation of o-aminobenzophenones involving desulfination and addition reactions was proposed. The utility of this transformation was demonstrated by its compatibility with a wide range of functional groups. Thus, the method represents a convenient and practical strategy for synthesis of o-aminobenzophenones.
Keywords: palladium; 2-aminobenzonitriles; arylsulfinates; o-aminobenzophenones palladium; 2-aminobenzonitriles; arylsulfinates; o-aminobenzophenones
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Chen, J.; Li, J.; Su, W. Palladium-Catalyzed Direct Addition of 2-Aminobenzonitriles to Sodium Arylsulfinates: Synthesis of o-Aminobenzophenones. Molecules 2014, 19, 6439-6449.

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