Efficient One-Pot Synthesis of Naphthoquinone-Fused Phosphorous Heterocycles via Mannich-Type Reaction

Abstract

A series of naphthoquinone-fused phosphorus heterocycles was synthesized via a three-component Mannich-type reaction. 2-Chloroethoxylphosphorodichloridite was used as a phosphorus substrate to explore the structure–activity relationships of the 2-position of the heterocycles. One spiral heterocycle compound was structurally characterized by a single-crystal X-ray diffraction analysis.

Keywords:

• α-Aminophosphonates
• heterocycles
• Mannich reaction
• quinine

This work was supported by Tianjin Natural Science Foundation (Grant No. 09JCYBJC09200) and The National Basic Research Program of China (973 Program, Grant No. 2007CB914803).