期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 51, 页码 16857-16860出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201810757
关键词
alkyl halides; cross-coupling; nickel; radical reactions; synthetic methods
资金
- National Institute of General Medical Sciences [R01 GM 107204]
The development of a general, nickel-catalyzed alkyl-Mizoroki-Heck reaction of unactivated alkyl bromides is described. The mild reaction proceeds efficiently using a wide range of primary and secondary alkyl bromides, and examples of intermolecular cross-couplings are provided. Reaction alkene regioselectivity is significantly enhanced over prior carbocyclizations using palladium catalysis. Mechanistic investigations are consistent with a direct carbocyclization in contrast to the auto-tandem atom-transfer cyclization and halide elimination previously observed with palladium catalysis.
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