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Photoinduced Deaminative Borylation of Alkylamines

Author:
Wu, Jingjing, He, Lin, Noble, Adam, Aggarwal, Varinder K.
Source:
Journal of the American Chemical Society 2018 v.140 no.34 pp. 10700-10704
ISSN:
1520-5126
Subject:
boron compounds, esters, free radicals, salts
Abstract:
An operationally simple deaminative borylation reaction of primary alkylamines has been developed. 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. The mild conditions allow a diverse range of readily available alkylamines to be efficiently converted into synthetically valuable alkylboronic esters under catalyst-free conditions.
Agid:
6105712