Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 4, Pages 1231-1235Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201408874
Keywords
carbene radicals; cobalt; Kornblum-DeLaMare reaction; radical reactions; tandem reactions
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Funding
- Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
- Natural Science Foundation of China [21272165]
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The interception of cobalt-based carbene radicals with -aminoalkyl radicals was combined with the Kornblum-DeLaMare reaction and provides -ester--amino ketones, which are otherwise difficult to obtain in high chemoselectivity. Mechanistically, this transformation is an interplay of cobalt-based carbene radicals, organoradicals, and ionic intermediates and involves the construction of two CC bonds and one CO bond in a one-pot process. The reaction also features a wide substrate scope and is highly efficient and insensitive to moisture and air.
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