Pu Tonglv, Wu Si-Hai, Cai Liuyan, Pu Wenjia, Yuan Yilong, Zhuang Zhenjing, Yang Shumin, Wang Lianhui
School of Medicine, Huaqiao University, Quanzhou 362021, P. R. China.
Org Lett. 2024 Dec 13;26(49):10604-10610. doi: 10.1021/acs.orglett.4c04091. Epub 2024 Dec 4.
Nitrogen central radicals (NCRs) are versatile synthetic intermediates for creating functional nitrogen-containing molecules. Herein, a photosensitized β-sulfonylamination of terminal alkynes as well as acetylene has been established by employing -sulfonyl heteroaromatics as bifunctional reagents (BFRs) to efficiently deliver versatile ()-β-sulfonylvinylamines with excellent regio- and stereoselectivities. Mechanistic studies suggest a base-accelerated energy transfer (EnT) photocatalysis involving aromatic NCR formation, radical addition to alkynes, and sulfonylation processes.
氮中心自由基（NCRs）是用于合成含功能氮分子的通用合成中间体。在此，通过使用β-磺酰基杂芳烃作为双功能试剂（BFRs），实现了端炔烃以及乙炔的光敏β-磺酰化反应，从而高效地生成具有优异区域和立体选择性的通用（E）-β-磺酰基乙烯胺。机理研究表明，该反应涉及碱加速的能量转移（EnT）光催化过程，包括芳香族NCR的形成、炔烃的自由基加成以及磺酰化过程。
