Organic Chemistry Portal



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:

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

DOI: 10.1021/acs.joc.0c02869

see article for more reactions


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.

see article for more examples

Key Words

Allyl Sulfones, Vinyl Sulfones, DTBP, TBHP

ID: J42-Y2021