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Article

The Palladium-Catalyzed Addition of Aryl- and Heteroarylboronic Acids to Aldehydes

Supporting Info

Changming Qin, Huayue Wu,* Jiang Cheng,* Xi'an Chen, Miaochang Liu, Weiwei Zhang, Weike Su, and Jinchang Ding;

College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325027, People's Republic of China

J. Org. Chem., 2007, 72 (11), pp 4102–4107

DOI: 10.1021/jo070267h

Publication Date (Web): May 1, 2007

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, huayuewu@wzu.edu.cn, ; , jiangcheng@wzu.edu.cn

Abstract

Reaction of aryl- or heteroarylboronic acids with aldehydes, in the presence of PdCl₂ and P(1-Nap)₃, afforded carbinol derivatives in good to excellent yields. The efficiency of this reaction was demonstrated by the compatibility with nitro, cyano, acetamido, acetoxy, acetyl, carboxyl, trifluoromethyl, fluoro, and chloro groups and the possibility of involving aliphatic aldehyde or hindered substrates. Moreover, the rigorous exclusion of air/moisture is not required in these transformations.

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Published In Issue May 25, 2007
Received February 7, 2007

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Article

The Palladium-Catalyzed Addition of Aryl- and Heteroarylboronic Acids to Aldehydes