Reactivity of the ester group attached isoxazoline, benzisoxazole, and isoxazole: a facial preparation of 3-acyl-substituted these heterocycles
K Murai, S Miyazaki, H Fujioka
Index: Murai, Kenichi; Miyazaki, Shuji; Fujioka, Hiromichi Tetrahedron Letters, 2012 , vol. 53, # 29 p. 3746 - 3749
Full Text: HTML
Citation Number: 7
Abstract
A facile preparation of 3-acyl-substituted isoxazolines, benzisoxazoles, and isoxazoles from the corresponding 3-carboxylate esters is described. The process, involving reaction of the ester derivative of 3-carboxylic acid substituted heterocycles with Grignard or alkynyl lithium reagents, leads to direct generation of the corresponding 3-acyl heterocycle. The presence of α-imino ester moieties in the heterocyclic substrates for the reactions is thought to be a ...
Related Articles:
[Kanemasa, Shuji; Matsuda, Haruhiko; Kamimura, Akio; Kakinami, Takaaki Tetrahedron, 2000 , vol. 56, # 8 p. 1057 - 1064]
[Cecchi, Luca; De Sarlo, Francesco; Machetti, Fabrizio European Journal of Organic Chemistry, 2006 , # 21 p. 4852 - 4860]
[Wade, Peter A.; Amin, Nayan V.; Yen, Hwa-Kwo; Price, David T.; Huhn, George F. Journal of Organic Chemistry, 1984 , vol. 49, # 24 p. 4595 - 4601]
The conversion of α-keto acids and of α-keto acid oximes to nitriles in aqueous solution
[Arai, Noriyoshi; Iwakoshi, Mitsuhiko; Tanabe, Katsuhiko; Narasaka, Koichi Bulletin of the Chemical Society of Japan, 1999 , vol. 72, # 10 p. 2277 - 2285]
[Wade, Peter A.; Amin, Nayan V.; Yen, Hwa-Kwo; Price, David T.; Huhn, George F. Journal of Organic Chemistry, 1984 , vol. 49, # 24 p. 4595 - 4601]