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Chemodivergent Synthesis of Allylic Sulfones via Ligand-Controlled Coupling of Allenes with Sulfinic Acids

Jia-Hao Zeng, Ding-Chang Li, Sheng Zhang and Zhuang-Ping Zhan*

*Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, People’s Republic of China, Email: zpzhanxmu.edu.cn

J. Zhang, Y. Wang, C. You, M. Shi, X. Mi, S. Luo, Org. Lett., 2022, 24, 1186-1189.

DOI: 10.1021/acs.orglett.1c04349


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Abstract

A chemodivergent protocol for Pd-catalyzed and ligand-controlled coupling of allenes with sulfinic acids provides straightforward and atom-economical access to branched allylic sulfones and linear allylic sulfones in good yields with high selectivities. This strategy features mild conditions, an unprecedented substrate scope, and functional group compatibility.

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proposed mechanism

DTBPF



Key Words

allylic sulfones


ID: J54-Y2022