Triflic Anhydride Promoted Synthesis of Primary Amides and their Conversion into Nitriles
Abstract A facile, two-pot conversion of carboxylic acids into the corresponding nitriles has been developed using triflic anhydride as a promoter and aqueous NH 4 OH as a source of nitrogen. The methodology involves synthesis of primary amides from carboxylic acids as the key first step using trifl...
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Published in | SynOpen (2017) Vol. 2; no. 2; pp. 0180 - 0191 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
Stuttgart · New York
Georg Thieme Verlag
01.04.2018
Georg Thieme Verlag KG |
Subjects | |
Online Access | Get full text |
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Summary: | Abstract
A facile, two-pot conversion of carboxylic acids into the corresponding nitriles has been developed using triflic anhydride as a promoter and aqueous NH
4
OH as a source of nitrogen. The methodology involves synthesis of primary amides from carboxylic acids as the key first step using triflic anhydride and aqueous NH
4
OH as a source of nitrogen. Triflic anhydride is also found to be an excellent reagent for conversion of primary amides into nitriles, affording high yields with considerable chemoselectivity and functional group tolerance. In spite of the mild reaction conditions and broad substrate scope for the two-step conversions, all attempts for one-pot domino conversion of acids into nitriles exhibited limited success because of poor yields. |
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ISSN: | 2509-9396 2509-9396 |
DOI: | 10.1055/s-0037-1610154 |