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Updated: Jan 8, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Synthesis of Quinolizidine-Based 1,4-Azaphosphinines via Cyclization of Heteroarylmethyl(alkynyl)phosphinates
Martin Kos1, Tomáš Beránek1, Jaroslav Žádný1
1Department of Materials Chemistry, Research Group of Advanced Materials and Organic Synthesis, Institute of Chemical Process Fundamentals of the Czech Academy of Sciences, v. v. i., Rozvojová 135, 165 00 Prague 6, Czech Republic.
Abstract:
Intramolecular hydroarylation of (phenylethynyl)phosphinates represents a powerful strategy for constructing six-membered phosphorus heterocycles. In this study, we report a silver-catalyzed cyclization protocol that enables the efficient synthesis of 1,4-aza-phosphorus heterocycles under mild conditions. The approach demonstrates broad substrate tolerance, affording full conversion across more than 30 derivatives. Dearomatization of pyridine leads to the formation of previously unreported quinolizidine-based 1,4-azaphosphinine scaffolds. These novel phosphorus heterocycles expand the structural diversity of phosphorus-containing frameworks and open new opportunities in the chemistry of functional heterocycles.
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