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Amination of Diazocarbonyl Compounds: N-H Insertion under Metal-Free Conditions

Xuesong Luo, Gui Chen, Lin He* and Xueliang Huang*

*Shihezi University, Xinjiang Uygur Autonomous Region, 832000; Chinese Academy of Sciences, Fuzhou, Fujian 350002, China, Email: helinshzu.edu.cn, huangxlfjirsm.ac.cn

X. Luo, G. Chen, L. He, X. Huang, J. Org. Chem., 2016, 81, 2943-2949.

DOI: 10.1021/acs.joc.6b00233 (free Supporting Information)



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Abstract

Dibenzenesulfonimide is a nitrogen source of choice in terms of the yields and the reaction time in a transition-metal-free intermolecular N-H insertion of α-diazocarbonyl compounds. Primary mechanistic experiments suggest that a pathway involves a sequence of protonation and nucleophilic substitution.

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Key Words

amino esters, sulfonamides


ID: J42-Y2016