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Electrochemical Radical Retro-Allylation of Homoallylic Alcohols with Sulfonyl Hydrazides.

Xiaoshuo WangShubing ShuXiaojing WangWenxin YuYuru ZhangTao WangZhenming Zhang
Published in: The Journal of organic chemistry (2024)
We report herein the first examples of electrochemical radical retro-allylation of homoallylic alcohols via the cleavage of the C(sp 3 )-C(sp 3 ) bond. In this reaction, a variety of sulfonyl hydrazides were employed as the environmentally friendly radical sources via an electrochemical dehydrazination with the release of N 2 and H 2 as the byproducts, leading to sulfonyl allylic compounds in moderate to good yields. The reaction features metal- and base-free reaction conditions, broad functional group tolerance, and a broad substrate scope.
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