Palladium-Catalyzed C(sp³)-H Arylation of Diarylmethanes at Room Temperature: Synthesis of Triarylmethanes via Deprotonative-Cross-Coupling Processes

Jiadi Zhang, Ana Bellomo, Andrea D. Creamer, Spencer D. Dreher and Patrick J. Walsh*

*Penn/Merck Laboratory for High-Throughput Experimentation, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States, Email: pwalshsas.upenn.edu

J. Zhang, A. Bellomo, A. D. Creamer, S. D. Dreher, P. J. Walsh, J. Am. Chem. Soc., 2012, 134, 13765-13772.

DOI: 10.1021/ja3047816

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Abstract

A high-yielding, and scalable deprotonative-cross-coupling process (DCCP) for palladium-catalyzed C(sp³)-H arylation of simple diarylmethane derivatives with aryl bromides can be conducted at room temperature. This method facilitates access to a variety of sterically and electronically diverse hetero- and nonheteroaryl-containing triarylmethanes, a class of compounds with various applications and interesting biological activity.

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Key Words

benzylation

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ID: J48-Y2012-2710