Palladium-catalyzed highly regioselective 2-arylation of 2, x-dibromopyridines and its application in the efficient synthesis of a 17β-HSD1 inhibitor

Q Zhou, B Zhang, L Su, T Jiang, R Chen, T Du, Y Ye…

Index: Zhou, Qizhong; Zhang, Bin; Su, Liangjun; Jiang, Tiansheng; Chen, Rener; Du, Tieqi; Ye, Yuyuan; Shen, Jianfen; Dai, Guoliang; Han, Deman; Jiang, Huajiang Tetrahedron, 2013 , vol. 69, # 51 p. 10996 - 11003

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Citation Number: 10

Abstract

Abstract 2, 3-and 2, 5-Dibromopyridines reacted with arylboronic acids, catalyzed by Pd (OAc) 2/PPh 3 in the presence of K 2 CO 3 in CH 3 CN/MeOH (2: 1) at 50 C for 24 h, to afford 2-arylpyridines in good to high yields, while 2, 4-dibromopyridine reacted with arylboronic acid pinacol esters, catalyzed by Pd (OAc) 2/PPh 3 in the presence of KOH in CH 3 CN at 70 C for 24 h, to afford 2-arylpyridines in good to high yields. To expand this methodology, a ...