Synthesis of N-Protected o-Hydroxyl-phenyl—α-Aminophosphonic Monoester

Abstract

A series of N-protected O-hydroxylphenyl α-aminophosphonic monoesters were synthesized via three-component Mannich-type reactions of phosphoramides, aldehydes (ketones) and 2-chlorobenzo [1,3,2] dioxaphospholes under solvent free and catalyst-free conditions, followed by hydrolysis. It is an efficient and green method to the synthesis of N-phosphoramino O-hydroxyphenyl 1-aminoalkylphosphonic monoesters with high yields.

Keywords:

• α-aminophosphonic monoesters
• Mannich-type reaction
• no catalyst and solvent-free

Acknowledgments

The authors thank the Committee of Science and Technology of Tianjln (07JCZDJC04800) and Nankai University (J02044 to Z.W. Miao) for financial support.