658699-50-4Relevant articles and documents
Palladium-catalysed amination of 2-acyl-1-alkyl-5-bromopyrroles
Castellote, Isabel,Vaquero, Juan J.,Alvarez-Builla, Julio
, p. 769 - 772 (2004)
The first intermolecular C-N bond-forming reactions between substituted 2-bromopyrroles and primary and cyclic secondary amines were performed using Pd2(dba)3 as catalyst with BINAP as the ligand. The aminations proceeded in the presence of NaOtBu at 80-100°C in 31-93% yields.
Pyrrolodiazines. 6. Palladium-catalyzed arylation, heteroarylation, and amination of 3,4-dihydropyrrolo[1,2-α]pyrazines
Castellote, Isabel,Vaquero, Juan J.,Fernandez-Gadea, Javier,Alvarez-Builla, Julio
, p. 8668 - 8675 (2007/10/03)
The palladium-catalyzed Suzuki cross-coupling reaction of arylboronic acids and 6-bromo- and 6,8-dibromo-3,4-dihydropyrrolo[1,2-α]pyrazines afforded 6-substituted and 6,8-disubstituted 3,4-dihydropyrrolo[1,2-α]pyrazines in good yields. Stille and Negishi coupling reactions have been used to prepare 6-heteroaryl-substituted derivatives in moderate yields by employing heteroaryl halides and 6-metalated 3,4-dihydropyrrolo[1,2-α]pyrazines as reaction partners. A variety of cyclic secondary amines have also been incorporated at position C-6 of 6-bromo-1-phenyl-3,4-dihydropyrrolo[1,2-α]pyrazine in the presence of the palladium catalyst Pd2(dba)3 in conjunction with BINAP as ligand. This amination reaction is one of the few reported examples of such a palladium-catalyzed transformation on a pyrrole ring, although the reaction could not be extended to less nucleophilic amines.
