Synthesis 2010(2): 259-266  
DOI: 10.1055/s-0029-1217103
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Diethyl [Nitro(diazo)methyl]phosphonate: Synthesis and Reactivity towards Alkenes

Andrey V. Chemagina, Nikolai V. Yashin*a,b, Yuri K. Grishina, Tamara S. Kuznetsovaa,b, Nikolai S. Zefirova,b
a Lomonosov Moscow State University, Department of Chemistry, Leninskie Gory, 1-3, Moscow 119991, Russian Federation
Fax: +7(495)9393969; e-Mail: yashin-n@org.chem.msu.ru;
b IPhAC RAS, Severnyi Proezd, 1, Chernogolovka, Moscow Region, 142432, Russian Federation
Further Information

Publication History

Received 4 September 2009
Publication Date:
06 November 2009 (online)

Abstract

A novel and convenient synthesis of diethyl [nitro(di­azo)methyl]phosphonate and its reactions with various alkenes are described. The reactivity of diethyl [nitro(diazo)methyl]phosphonate is shown to be dependent on the structure of the alkene. A number of cyclopropyl α-nitrophosphonates were obtained.