Reactions of conjugate phosphinyl- and phosphonyl-nitroso alkenes with enamines. Preparation of N-hydroxypyrrole derivatives.
The synthesis of highly functionalized N-hydroxypyrrole derivatives by the formal [3+2] cycloaddition reaction of enamines and nitroso alkenes derived from phosphine oxides and phosphonates is reported. Intermediate phosphorylated nitrones, whose formation can be explained by a conjugate addition of enamines to phosphorylated nitroso alkenes and formation of the five-membered heterocycles, are isolated.
de los Santos
Jesús M
JM
Departamento de Quimica Organica I, Facultad de Farmacia, Universidad del Pais Vasco, Apartado 450, 01080 Vitoria, Spain.
Ignacio
Roberto
R
Aparicio
Domitila
D
Palacios
Francisco
F
Ezpeleta
José M
JM