A One-Pot, Three-Step Synthesis of α-Aminophosphonic Acids

Autor: Andrey S. Plaskon, Sergey V. Ryabukhin, Oleg Lukin, Alexander Shivanyuk, Dmitriy M. Panov, Evgeniy N. Zarudnitskiy
Rok vydání: 2014
Předmět:
Zdroj: Synthesis. 46:2079-2084
ISSN: 1437-210X
0039-7881
Popis: A total of 20 α-aminophosphonic acids are synthesized in 73–89% yields via a one-pot, three-step procedure involving chlorotrimethylsilane-promoted condensation of carbonyl compounds and primary amines yielding azomethine intermediates, subsequent reaction with tris(trimethylsilyl) phosphite to give the corresponding trimethylsilylphosphonic esters and finally, mild cleavage with methanol–water. The wide scope and simple set-up and work-up procedures of the reported method allow the synthesis of a diverse set of α-aminophosphonic acids possessing two different functional groups.
Databáze: OpenAIRE