335634-70-3Relevant academic research and scientific papers
General and regioselective synthesis of substituted pyrroles by metal-catalyzed or spontaneous cycloisomerization of (Z)-(2-en-4-ynyl)amines
Gabriele, Bartolo,Salerno, Giuseppe,Fazio, Alessia
, p. 7853 - 7861 (2007/10/03)
A general and regioselective synthesis of substituted pyrroles 2 by cycloisomerization of readily available (Z)-(2-en-4-ynyl)amines 1 is reported. Spontaneous cycloisomerization leading to 2 occurred in the course of preparation of enynamines bearing a terminal triple bond or a triple bond substituted with a phenyl or a CH2OTHP group. When the triple bond was substituted with an alkyl or alkenyl group, enynamines were stable and could be converted into the corresponding pyrroles by metal catalysis. CuCl 2 was found to be an excellent catalyst for cycloisomerization of substrates substituted at C-3, while PdX2 in conjunction with KX (X = Cl, I) turned out to be a superior catalyst for the reaction of enynamines unsubstituted at C-3.
Palladium-catalyzed cycloisomerization of (Z)-(2-en-4-ynyl)amines: A new synthesis of substituted pyrroles
Gabriele, Bartolo,Salerno, Giuseppe,Fazio, Alessia,Bossio, Maria R.
, p. 1339 - 1341 (2007/10/03)
(Z)-(2-En-4-ynyl)amines 1 bearing an internal triple bond undergo smooth cycloisomerization into pyrroles 2 in the presence of catalytic amounts of PdCl2 in conjunction with KCl at 25-100°C in anhydrous N,N-dimethylacetamide. When the triple bo
