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Photoinduced Deaminative Borylation of Alkylamines

Jingjing Wu, Lin He, Adam Noble, Varinder K. Aggarwal*

*School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, U.K., Email:

J. Wu, L. He, A. Noble, V. K. Aggarwal, J. Am. Chem. Soc., 2018, 140, 10700-10704.

DOI: 10.1021/jacs.8b07103

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The formation of electron-donor-acceptor complexes between N-alkylpyridinium salts and bis(catecholato)diboron enables photoinduced single-electron transfer and fragmentation to carbon-centered radicals, which are subsequently borylated. This mild and operationally simple deaminative borylation allow a diverse range of readily available alkylamines to be efficiently converted into synthetically valuable alkylboronic esters under catalyst-free conditions.

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Key Words

alkyl boronates, photochemistry

ID: J48-Y2018