Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 31, Pages 9042-9046Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201503879
Keywords
alkylation; amines; boron; frustrated Lewis pair; synthetic methods
Categories
Funding
- 973 Program [2012CB215306]
- NSFC [21325208, 21172209, 21361140372]
- IPDFHCPST [2014FXCX006]
- CAS [KJCX2-EW-J02]
- FRFCU
- PCSIRT
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A boron-based catalyst was found to catalyze the straightforward alkylation of amines with readily available carboxylic acids in the presence of silane as the reducing agent. Various types of primary and secondary amines can be smoothly alkylated with good selectivity and good functional-group compatibility. This metal-free amine alkylation was successfully applied to the synthesis of three commercial medicinal compounds, Butenafine, Cinacalcet. and Piribedil, in a one-pot manner without using any metal catalysts.
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