78167-64-3Relevant articles and documents
Lactam acetals : Part XXIV reaction with activated haloalkyl compounds with and without zinc
Jain, Sanjay,Jain, Rahul,Singh, Jujhar,Anand, Nitya
, p. 2951 - 2954 (2007/10/02)
Reaction of 2-alkoxyimmonium methosulfates (2), and of lactam acetals (3) derived therefrom, with α-haloesters in presence of zinc (Reformatsky condition) yielded N-alkyl-2-(α-alkyl-α-alkoxycarbonyl)methylene-l-azacycloalkanes (6), while reaction of 3 with α-haloesters without zinc gave 3-alkoxycarbonylmethyl-l-azacycloalkane-2-one (5). Similar reaction of 2 and 3 with 4-bromoethylquinolin-2-one (4) in presence of zinc gave N-alkyl-2-[4-(2-oxoquinolyl)methylene]-1-azacycloalkanes (7), a key intermediate for the synthesis of antimalarial quinoline-4-methanols.
Synthesis in the Diazasteroid Group. XVIII. Syntheses of the 9,17-Diazasteroid System
Matoba, Katsuhide,Fukushima, Akiko,Takahata, Hiroki,Hirai, Yoshiro,Yamazaki, Takao
, p. 1300 - 1306 (2007/10/02)
A 9,17-diazasteroid system, I, was synthesized from an aminoester, III, and cyclohexanone.Unfortunately the yield was poor.Another 9,17-diazasteroid system, II, was prepared from the condensation product, XVa, of quinoline N-oxide with an active methine compound, IV.Thus, XVa was hydrolyzed, followed by decarboxylation, reduction and cyclization.The yield in each step to II was moderate.Keywords- azasteroid; diazasteroid; quinoline N-oxide; cyclization; Pictet-Spengler reaction; active methylene compound; pyrrolopyridine; quinolylpyrrolidine