Palladium-catalyzed radical cascade difluoroalkylation/cyclization of acrylamide with ethyl difluorobromoacetate

Xiao-Feng Xia; Su-Li Zhu; Yuan Li; Haijun Wang

doi:10.1039/C6RA05744F

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Palladium-catalyzed radical cascade difluoroalkylation/cyclization of acrylamide with ethyl difluorobromoacetate†

Xiao-Feng Xia,*^a Su-Li Zhu,^a Yuan Li^b and Haijun Wang^a

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* Corresponding authors

^a The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu, China
E-mail: xiaxf@jiangnan.edu.cn

^b Jiangsu Food and Pharmaceutical Science College, Huaian, Jiangsu, China

Abstract

An efficient Pd(0)-catalyzed radical cascade difluoroalkylation/cyclization of acrylamide with ethyl difluorobromoacetate was described. In addition, the reaction can be extended to perfluoroalkyl iodides and bromodifluoromethyl phosphonate. Mechanistic studies demonstrated that a radical addition/cyclization process was involved in the sequences.

This article is part of the themed collection: Editors’ collection: Catalytic Organic Transformations

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Article information

DOI: https://doi.org/10.1039/C6RA05744F
Article type: Paper
Submitted: 04 Mar 2016
Accepted: 20 May 2016
First published: 20 May 2016

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RSC Adv., 2016,6, 51703-51709

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Palladium-catalyzed radical cascade difluoroalkylation/cyclization of acrylamide with ethyl difluorobromoacetate

X. Xia, S. Zhu, Y. Li and H. Wang, RSC Adv., 2016, 6, 51703 DOI: 10.1039/C6RA05744F

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Palladium-catalyzed radical cascade difluoroalkylation/cyclization of acrylamide with ethyl difluorobromoacetate†

Abstract

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