Novel and selective palladium-catalyzed annulations of 2-alkynylphenols to form 2-substituted 3-halobenzo[b]furans

Yun Liang; Shi Tang; Xu-Dong Zhang; Li-Qiu Mao; Ye-Xiang Xie; Jin-Heng Li

doi:10.1021/ol060908f

Novel and selective palladium-catalyzed annulations of 2-alkynylphenols to form 2-substituted 3-halobenzo[b]furans

Org Lett. 2006 Jul 6;8(14):3017-20. doi: 10.1021/ol060908f.

Authors

Yun Liang¹, Shi Tang, Xu-Dong Zhang, Li-Qiu Mao, Ye-Xiang Xie, Jin-Heng Li

Affiliation

¹ Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha, People's Republic of China.

PMID: 16805541
DOI: 10.1021/ol060908f

Abstract

[reaction: see text] A novel and selective palladium-catalyzed annulation of 2-alkynylphenols method for the synthesis of 2-substituted 3-halobenzo[b]furans is presented. In the presence of PdX(2), CuX(2), and HEt(3)NX, 2-substituted 3-halobenzo[b]furans were selectively obtained as the major products. The mechanism of the reaction was also discussed.