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Controllable Activation of β-Alkyl Nitroalkenes: Regioselective Synthesis of Allyl and Vinyl Sulfones

Ye Wang, Guowei Xiong, Chuanxin Zhang and Yunfeng Chen*

*School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. China, Email: yfchenwit.edu.cn

Y. Wang, G. Xiong, C. Zhang, Y. Chen, J. Org. Chem., 2021, 86, 4018-4026.

DOI: 10.1021/acs.joc.0c02869 (free Supporting Information)



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Abstract

Regiospecific radical reactions of β-alkyl nitroalkenes with sulfonyl hydrazides provide allyl sulfones with high regioselectivity in the presence of dimethylformamide (DMF), whereas reactions in acetonitrile provide vinyl sulfones.

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Key Words

Allyl Sulfones, Vinyl Sulfones, DTBP, TBHP


ID: J42-Y2021