Jump to main content
Jump to site search


A new tandem synthesis of bis(β,β′-dialkoxy carbonyl) compounds by oxidative cleavage of aziridines under metal-free conditions

Author affiliations

Abstract

An efficient and new approach has been developed to synthesize bis(β,β′-dialkoxy carbonyl) derivatives through the reaction between N-tosylaziridines and malonate esters under ambient air using tBuOK in DMSO solvent. A plausible reaction pathway has been predicted. Control experiments suggested that the reactions proceed through the formation of α-aminoketones. This reaction offers a broad substrate scope, metal-free synthesis, excellent regioselectivity, easily accessible reactants, and simple operation. A gram-scale synthesis demonstrates the potential applications of the present method.

Graphical abstract: A new tandem synthesis of bis(β,β′-dialkoxy carbonyl) compounds by oxidative cleavage of aziridines under metal-free conditions

Back to tab navigation

Supplementary files

Article information


Submitted
13 Nov 2019
Accepted
16 Dec 2019
First published
16 Dec 2019

Org. Biomol. Chem., 2020, Advance Article
Article type
Paper

A new tandem synthesis of bis(β,β′-dialkoxy carbonyl) compounds by oxidative cleavage of aziridines under metal-free conditions

S. Samanta, S. Santra, R. Chatterjee and A. Majee, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/C9OB02451D

Social activity

Search articles by author

Spotlight

Advertisements