76253-77-5Relevant articles and documents
Copper(II) catalyzed heterobenzylic C(sp3)-H activation: Two efficient halogenation methodologies towards heterobenzyl halides
Bi, Wen Zhu,Qu, Chen,Chen, Xiao Lan,Wei, Sheng Kai,Qu, Ling Bo,Liu, Shu Yun,Sun, Kai,Zhao, Yu Fen
, p. 1908 - 1917 (2018/03/13)
Two practical and simple synthetic methodologies towards various heterobenzyl halides were developed. A series of 2-halomethylquinolines were readily prepared by the one-pot reaction of 2-methylquinolines with CuX (X = I, Br, Cl) and TBHP in CH3CN. A large variety of heterobenzyl iodides, including 2-iodomethylquinolines, 2-iodomethylquinoxalines, 2-iodiomethylbenzooxazole, and 2-iodiomethylbenzothiazole, were efficiently synthesized by one-pot reaction of 2-methylheterocycles with iodine in the presence of CuSO4·5H2O in CH3CN.
N-quinolinyl alkyl-substituted 1-aryloxy-2-propanolamine and propylamine derivatives possessing class III antiarrhythmic activity
-
, (2008/06/13)
This invention relates to N-heteroalkyl-substituted 1-aryloxy-2-propanolamine and propylamine derivatives possessing anti-arrhythmic activity, to pharmaceutical compositions and to methods for production thereof.
STUDIES ON TERTIARY AMINE OXIDES. LXIX. REACTIONS OF 2-CHLOROMETHYLQUINOLINE DERIVATIVES WITH 2-NITROPROPANE
Nishikawa, Makoto,Saeki, Seitaro,Hamana, Masatomo,Noda, Hiroshi
, p. 2436 - 2442 (2007/10/02)
Reactions of 2-chloromethylquinoline (1), its N-oxide (2) and their nitro derivatives with the sodium salt of 2-nitropropane were investigated.O-Alkylation occured with 1 and 2, giving 2-quinolinecarboxaldehyde (5: 11 percent) and its N-oxide (6: 10 percent).The reaction of 2-chloromethyl-5-nitroquinoline (3b) gave both the O-alkylation product, 5-nitro-2-quinolinecarboxyaldehyde (7: 21 percent), and the C-alkylation products, 2-(2-methyl-2-nitropropyl)-5-nitroquinoline (8b: 24 percent) and 2-(2-methyl-1-propenyl)-5-nitroquinoline (9b: trace).In the reactions of the 6-nitro (3c) and 8-nitro (3d) derivatives of 1, the 2-(2-methyl-2-nitropropyl)quinolines (8c: 86percent and 8d: 63 percent) were predominantly formed.In contrast, the reactions of the 4-nitro (4a), 5-nitro (4b) and 6-nitro (4c) derivatives of 2 produced the corresponding 2-(2-methyl-1-propenyl)quinoline N-oxides (11a: 53 percent, 11b: 20 percent and 11c: 66 percent) as main products, accompanied by small amounts of the 2-(2-methyl-2-nitropropyl) compounds (10a: 20 percent and 10b: 17 percent).Keywords-nucleophilic substitution; radical anion-free radical chain process; SRN1 mechanism; C-alkylation; O-alkylation; nitro derivatives of 2-chloromethylquinoline; nitro derivatives of 2-chloromethylquinoline 1-oxide; 2-(2-methyl-2-nitropropyl)quinolines and their N-oxides; 2-(2-methyl-1-propenyl)quinolines and their N-oxides