期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 56, 期 12, 页码 3191-3195出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201611757
关键词
C-H activation; hydrogen bonds; heterocycles; palladium; silane
资金
- National Science Foundation [CHE-1362541, CHE-1401722]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1362541] Funding Source: National Science Foundation
A Pd-II-catalyzed ortho C-H alkoxycarbonylation reaction of aryl silanes toward active hexafluoroisopropyl (HFIP) benzoate esters has been developed. This efficient reaction features high selectivity and good functional-group tolerance. Notably, given the general nature of the silyl-tethered directing group, this method delivers products bearing two independently modifiable sites. NMR studies reveal the presence of hydrogen bonding between HFIP and a pyrimidine nitrogen atom of the directing group, and it is thought to be crucial for the success of this alkoxycarbonylation reaction.
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