Tetrahedron

m-CPBA/TFA: an efficient nonmetallic reagent for oxidative coupling of 1, 2-diarylethylenes

K Wang, Y Hu, M Wu, Z Li, Z Liu, B Su, A Yu, Y Liu…

Index: Wang, Kailiang; Hu, Yanna; Wu, Meng; Li, Zheng; Liu, Zhihui; Su, Bo; Yu, Ao; Liu, Yu; Wang, Qingmin Tetrahedron, 2010 , vol. 66, # 47 p. 9135 - 9140

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Citation Number: 17

Abstract

A mild synthesis of a series of phenanthrenes with different substituents on the phenanthrene ring is described. The method involves intramolecular oxidative coupling of a variety of 1, 2-diarylethylene derivatives in the presence of m-chloroperoxybenzoic acid (m- CPBA) in trifluoroacetic acid (TFA) to yield phenanthrenes in high yields. The present approach solves a key step for the synthesis of polycyclic structures related to an alkaloid ...

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