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  • Three-component reaction of propargyl amines, sulfonyl azides, and alkynes: one-pot synthesis of tetrasubstituted imidazoles.

Three-component reaction of propargyl amines, sulfonyl azides, and alkynes: one-pot synthesis of tetrasubstituted imidazoles.

Organic letters (2012-12-01)
Zheng Jiang, Ping Lu, Yanguang Wang
ABSTRACT

An efficient and straightforward strategy for the synthesis of tetrasubstituted imidazoles from propargyl amines, sulfonyl azides, and terminal alkynes is described. N-sulfonyl ketenimine and aminoallene are believed to be the key intermediates for this two-step one-pot transformation.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Propargylamine, 98%
Sigma-Aldrich
N-Methyl-N-propargylbenzylamine, 97%
Sigma-Aldrich
Propargylamine hydrochloride, 95%
Sigma-Aldrich
Pargyline hydrochloride