Methods of synthesis and synthetic application of α-diazomethylphosphonates


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Abstract

Data on methods of synthesis and reactivity of α-diazomethylphosphonic acid esters are classified. Main approaches to obtain diazomethylphosphonate ester (the Seyferth—Gilbert reagent) as well as α-substituted diazomethylphosphonates are considered. The most important reactions of α-diazomethylphosphonates are discussed: [1+2] cycloaddition to alkenes, insertion into heteroatom—heteroatom bonds, reactions with aldehydes and ketones, being of interest as preparative methods to obtain cyclopropane phosphonates, α-substituted methylphosphonic esters and alkynes, correspondingly.

About the authors

N. V. Yashin

M. V. Lomonosov Moscow State University, Chemical Department; Institute of Physiologically Active Compounds, Russian Academy of Sciences

Email: elaver@org.chem.msu.ru
Russian Federation, 1 Build. 3 Leninskie Gory, Moscow, 119991; 1 Severny proezd, Chernogolovka, Moscow region, 142432

E. B. Averina

M. V. Lomonosov Moscow State University, Chemical Department; Institute of Physiologically Active Compounds, Russian Academy of Sciences

Author for correspondence.
Email: elaver@org.chem.msu.ru
Russian Federation, 1 Build. 3 Leninskie Gory, Moscow, 119991; 1 Severny proezd, Chernogolovka, Moscow region, 142432

T. S. Kuznetsova

M. V. Lomonosov Moscow State University, Chemical Department

Email: elaver@org.chem.msu.ru
Russian Federation, 1 Build. 3 Leninskie Gory, Moscow, 119991

N. S. Zefirov

M. V. Lomonosov Moscow State University, Chemical Department; Institute of Physiologically Active Compounds, Russian Academy of Sciences

Email: elaver@org.chem.msu.ru
Russian Federation, 1 Build. 3 Leninskie Gory, Moscow, 119991; 1 Severny proezd, Chernogolovka, Moscow region, 142432


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