Radical-Mediated Strategies for the Functionalization of Alkenes with Diazo Compounds
Yong-Liang Su, Geng-Xin Liu, Jun-Wen Liu, Linh Tram, Huang Qiu* and Michael P. Doyle*
*Sun Yat-sen University, Guangzhou 510006, China; The University of Texas at San Antonio, San Antonio, Texas 78249, United States, Email: qiuhuangmail.sysu.edu.cn, michael.doyleutsa.edu
Y.-L. Su, G.-X. Liu, J.-W. Liu, L. Tram, H. Qiu, M. P. Doyle, J. Am. Chem. Soc., 2020, 142, 13846-13855.
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A radical-mediated addition strategy of diazo compounds to diverse alkenes achieves a difunctionalization - either through hydroalkylation by thiol-assisted hydrogen atom transfer (HAT) or formation of azidoalkylation products through an iron catalytic cycle. The methods proceed under mild reaction conditions and show high functional group tolerance.
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substituted esters, photochemistry, Hantzsch ester