Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 34, Pages 14256-14260Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202003830
Keywords
alkenes; homogeneous catalysis; hydroalkenylation; hydroarylation; manganese
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Funding
- Beijing Municipal Science & Technology Commission [Z191100007219009]
- National Natural Science Foundation of China [21772202, 21831008]
- Beijing National Laboratory for Molecular Sciences [BNLMS-CXXM-201901]
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Transition-metal-catalyzed hydroarylation of unactivated alkenes with strategic use of remote coordinating functional groups has received significant attention recently to address the issues of both low reactivity and poor selectivity. The bidentate 8-aminoquinoline amide group is the most successfully adopted in unactivated alkenes for Pd and Ni catalysis. We describe the first manganese-catalyzed hydroarylation of unactivated alkenes bearing diverse simple functionalities with arylboronic acids. A series of delta- and gamma-arylated amides, ketones, pyridines, and amines was accessed with excellent regioselectivity and in high yields. Hydroalkenylation of unactivated alkenes was also shown to be applicable under this manganese-catalysis regime. The method features earth-abundant manganese catalysis, easily available substrates, broad functional-group tolerance, and excellent regioselective control.
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