STUDIES ON ORGANOPHOSPHORUS COMPOUNDS .96. NUCLEOPHILICITY OF THE ISOCYANO CARBON-ATOM IN DIETHYL ISOCYANOMETHYLPHOSPHONATE - FIRST GENERATION OF A PHOSPHORYLATED NITRILE YLIDE AND NEW SYNTHESES OF PYRROLINEPHOSPHONATES AND PYRROLEPHOSPHONATES

Citation
Ws. Huang et al., STUDIES ON ORGANOPHOSPHORUS COMPOUNDS .96. NUCLEOPHILICITY OF THE ISOCYANO CARBON-ATOM IN DIETHYL ISOCYANOMETHYLPHOSPHONATE - FIRST GENERATION OF A PHOSPHORYLATED NITRILE YLIDE AND NEW SYNTHESES OF PYRROLINEPHOSPHONATES AND PYRROLEPHOSPHONATES, Journal of the Chemical Society. Perkin transactions. I, (15), 1996, pp. 1893-1895
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
15
Year of publication
1996
Pages
1893 - 1895
Database
ISI
SICI code
0300-922X(1996):15<1893:SOOC.N>2.0.ZU;2-G
Abstract
Reactions of acyl chlorides with diethyl isocyanomethylphosphonate aff ord alpha-ketoimidoyl chlorides which, when treated with triethylamine , provide a new class of nitrile ylides. These species react in situ w ith alkenes by a 1,3-dipolar cycloaddition mechanism to give phosphory l pyrrolines or pyrroles.