Synthesis of novel polysubstituted N-benzyl-1H-pyrroles via a cascade reaction of alkynyl Fischer carbenes with α-imino glycine methyl esters.
An efficient and simple synthesis of novel and densely substituted N-benzyl-1H-pyrroles 6a-r is described by a 1,4-addition/isomerization/ring closure/demetalation cascade process of alkynyl Fischer carbene complexes 1a-f and 2a and α-imino glycine methyl esters 3a, b, d, g, h, and k promoted with LDA.
Departamento de Química, Universidad de Guanajuato, Noria Alta S/N, 36050 Guanajuato, Gto., Mexico. mvazquez@ugto.mx.
Fabiola N
FN
de la Cruz
Julio
J
López
J Óscar C
JÓ
Jiménez-Halla
Marcos
M
Flores-Álamo
Joaquín
J
Tamaríz
Francisco
F
Delgado
Miguel A
MA
Vázquez
D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis*
D007097:Imines; D011758:Pyrroles; C030011:carbene; C035591:glycine methyl ester; D008697:Methane; D005998:Glycine