Rh(III)-catalyzed, hydrazine-directed C–H functionalization with 1-alkynylcyclobutanols: a new strategy for 1H-indazoles

Lei Zhang; Junyu Chen; Xiahe Chen; Xiangyun Zheng; Jian Zhou; Tianshuo Zhong; Zhiwei Chen; Yun-Fang Yang; Xinpeng Jiang; Yuan-Bin She; Chuanming Yu

doi:10.1039/C9CC08884A

Rh(iii)-catalyzed, hydrazine-directed C–H functionalization with 1-alkynylcyclobutanols: a new strategy for 1H-indazoles†

Lei Zhang,^a Junyu Chen,^a Xiahe Chen,^b Xiangyun Zheng,^a Jian Zhou,^a Tianshuo Zhong,^a Zhiwei Chen,^a Yun-Fang Yang,

^b Xinpeng Jiang,

*^a Yuan-Bin She

*^b and Chuanming Yu

*^a

Author affiliations

* Corresponding authors

^a College of pharmaceutical sciences, Zhejiang University of Technology, Hangzhou 310014, P. R. China
E-mail: xjiang@zjut.edu.cn, ycm@zjut.edu.cn

^b College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, Zhejiang 310014, P. R. China
E-mail: sheyb@zjut.edu.cn

Abstract

Rh(III)-catalyzed coupling of phenylhydrazines with 1-alkynylcyclobutanols was realized through a hydrazine-directed C–H functionalization pathway. This [4+1] annulation, based on the cleavage of a Csp–Csp triple bond in alkynylcyclobutanol, provides a new pathway to prepare diverse 1H-indazoles under mild reaction conditions.

Chemical Communications

Rh(iii)-catalyzed, hydrazine-directed C–H functionalization with 1-alkynylcyclobutanols: a new strategy for 1H-indazoles†

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Rh(III)-catalyzed, hydrazine-directed C–H functionalization with 1-alkynylcyclobutanols: a new strategy for 1H-indazoles

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