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Complementary Regioselectivity in Rh(III)-Catalyzed Insertions of Potassium Vinyltrifluoroborate via C–H Activation: Preparation and Use of 4-Trifluoroboratotetrahydroisoquinolones

Author:
Presset, Marc, Oehlrich, Daniel, Rombouts, Frederik, Molander, Gary A.
Source:
Organic letters 2013 v.15 no.7 pp. 1528-1531
ISSN:
1523-7052
Subject:
alkenes, boron, carbon-hydrogen bond activation, chemical reactions, chemical structure, potassium, regioselectivity
Abstract:
Potassium vinyltrifluoroborate was found to be an efficient partner with benzamide derivatives for Rh(III)-catalyzed annulations. 4-Trifluoroboratotetrahydroisoquinolones were generated under mild conditions, affording a regioisomerically complementary substitution pattern to other alkenes in related reactions. These new boron-containing building blocks were derivatized by N-arylations, retaining the boron substituent for further elaboration.
Agid:
5786650