Synthesis of novel pyrazole-based heterocycles via a copper(ii)-catalysed domino annulation?

Organic & Biomolecular Chemistry Pub Date: 2013-07-25 DOI: 10.1039/C3OB41146J

Abstract

Pyrazole-based β-aminonitriles and β-amino-carbaldehydes as bifunctional building blocks are introduced in a facile copper(II)-catalysed one-pot domino generation of multiple N-containing heterobi- and tricycles. This streamlined synthetic approach permits easy access to novel pyrazole-fused imidazo- and pyrimido[1,2-c]pyrimidinones and to pyrazolo[3,4-d]pyrimidinone species with isolated yields up to 90%. The present study also reveals a unique amine–isocyanate coupling promotion via copper(II)-based catalytic activation.

Graphical abstract: Synthesis of novel pyrazole-based heterocycles via a copper(ii)-catalysed domino annulation
Recommended Literature