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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 (CC BY 3.0).

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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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