Wang Xiaoshuo, Shu Shubing, Wang Xiaojing, Yu Wenxin, Zhang Yuru, Wang Tao, Zhang Zhenming
Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. China.
J Org Chem. 2024 Mar 1;89(5):3563-3572. doi: 10.1021/acs.joc.3c02439. Epub 2024 Feb 9.
We report herein the first examples of electrochemical radical retro-allylation of homoallylic alcohols via the cleavage of the C(sp)-C(sp) 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 and H 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.
我们在此报告了通过C(sp)-C(sp)键裂解实现高烯丙醇电化学自由基逆向烯丙基化的首例实例。在该反应中，多种磺酰肼通过电化学脱肼反应作为环境友好的自由基源，以N和H作为副产物释放出来，从而以中等至良好的产率生成磺酰烯丙基化合物。该反应具有无金属和无碱的反应条件、广泛的官能团耐受性以及广泛的底物范围。
