Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 34, Pages 10700-10704Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b07103
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Funding
- European Research Council H2020 ERC [670668]
- EPSRC [EP/I038071/1]
- China Scholarship Council
- BBSRC [BB/F011539/1] Funding Source: UKRI
- EPSRC [EP/L011999/1, EP/K03927X/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/K03927X/1] Funding Source: researchfish
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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.
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