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Unlocking Amides through Selective C-N Bond Cleavage: Allyl Bromide-Mediated Divergent Synthesis of Nitrogen-Containing Functional Groups.

Authors :
Govindan K
Chen NQ
Chuang YW
Lin WY
Source :
Organic letters [Org Lett] 2021 Dec 17; Vol. 23 (24), pp. 9419-9424. Date of Electronic Publication: 2021 Nov 16.
Publication Year :
2021

Abstract

We report a new set of reactions based on the unlocking of amides through simple treatment with allyl bromide, creating a common platform for accessing a diverse range of nitrogen-containing functional groups such as primary amides, sulfonamides, primary amines, N -acyl compounds (esters, thioesters, amides), and N -sulfonyl esters. The method has potential industrial applicability, as demonstrated through gram-scale syntheses in batch and in a continuous flow system.

Details

Language :
English
ISSN :
1523-7052
Volume :
23
Issue :
24
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
34784227
Full Text :
https://doi.org/10.1021/acs.orglett.1c03541