Synthesis of 1,2,4-triazolines: base-catalyzed hydrazination/cyclization cascade of α-isocyano esters and amides.

Abstract

A convenient, efficient synthesis of 1,2,4-triazolines from α-isocyano esters/amides and azodicarboxylates is presented. The developed reaction cascade is based on a base-catalyzed hydrazination-type reaction followed by a subsequent cyclization providing the triazolines in good to excellent yields (75-99%). Phosphine-catalyzed and preliminary asymmetric phase-transfer catalysis approaches have also been investigated.

DOI: 10.1021/ol102812c

Cite this paper

@article{Monge2011SynthesisO1, title={Synthesis of 1,2,4-triazolines: base-catalyzed hydrazination/cyclization cascade of α-isocyano esters and amides.}, author={David Monge and Kim L. Jensen and Irene Mar{\'i}n and Karl Anker J\orgensen}, journal={Organic letters}, year={2011}, volume={13 2}, pages={328-31} }