Issue 35, 2020

Metal free amination of congested and functionalized alkyl bromides at room temperature

Abstract

Herein, we report a highly facile and unprecedented approach to synthesize congested N-(hetero)aryl amines en route to α-amino acid amides using α-bromoamides as alkylating agents under mild reaction conditions (room temperature). The involvement of aza-oxyallyl cations as alkylating agents is the hallmark of this reaction. The method was readily adapted for the rapid synthesis of coveted 1,4-benzodiazepine-3,5-diones.

Graphical abstract: Metal free amination of congested and functionalized alkyl bromides at room temperature

Supplementary files

Article information

Article type
Communication
Submitted
01 Feb 2020
Accepted
06 Mar 2020
First published
06 Mar 2020

Chem. Commun., 2020,56, 4804-4807

Metal free amination of congested and functionalized alkyl bromides at room temperature

A. J. Ansari, A. Yadav, A. Mukherjee, E. Sathish, K. Nagesh and R. Singh, Chem. Commun., 2020, 56, 4804 DOI: 10.1039/D0CC00826E

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