Synthesis of CHF2-substituted 3-azabicyclo[3.1.0]hexanes by photochemical decomposition of CHF2-pyrazolines

Yang Zheng; Xinling Yu; Songyang Lv; Pavel K. Mykhailiuk; Qiang Ma; Li Hai; Yong Wu

doi:10.1039/C7RA13141K

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Synthesis of CHF₂-substituted 3-azabicyclo[3.1.0]hexanes by photochemical decomposition of CHF₂-pyrazolines†

Yang Zheng,^a Xinling Yu,^a Songyang Lv,^a Pavel K. Mykhailiuk,

^bc Qiang Ma,^a Li Hai*^a and Yong Wu

*^a

Author affiliations

* Corresponding authors

^a Key Laboratory of Drug-Targeting of Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China
E-mail: smile.hl@hotmail.com, wyong@scu.edu.cn

^b Enamine Ltd., Matrosova 23, 01103 Kyiv, Ukraine
E-mail: Pavel.Mykhailiuk@mail.enamine.net
Web: www.enamine.net

^c Taras Shevchenko National University of Kyiv Chemistry Department, Volodymyrska 64, 01601 Kyiv, Ukraine
E-mail: Pavel.Mykhailiuk@gmail.com

Abstract

A practical synthesis of CHF₂-substituted 3-azabicyclo[3.1.0]hexanes was developed for the first time. The key step was photochemical decomposition of CHF₂-substituted pyrazolines. This protocol has the advantages of simple operation, and mild conditions, as well as excellent functional group tolerance, giving the desired products in moderate to excellent yields.

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Article information

DOI: https://doi.org/10.1039/C7RA13141K
Article type: Paper
Submitted: 08 Dec 2017
Accepted: 23 Jan 2018
First published: 29 Jan 2018
This article is Open Access

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RSC Adv., 2018,8, 5114-5118

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Synthesis of CHF₂-substituted 3-azabicyclo[3.1.0]hexanes by photochemical decomposition of CHF₂-pyrazolines

Y. Zheng, X. Yu, S. Lv, P. K. Mykhailiuk, Q. Ma, L. Hai and Y. Wu, RSC Adv., 2018, 8, 5114 DOI: 10.1039/C7RA13141K

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