The Journal of Organic Chemistry

Displacements at the nitrogen of lithioalkoxylamides by organometallic reagents

P Beak, GW Selling

Index: Beak, Peter; Selling, Gordon W. Journal of Organic Chemistry, 1989 , vol. 54, # 23 p. 5574 - 5580

Full Text: HTML

Citation Number: 47

Abstract

Cyclizations. This amination strategy can be used to form nitrogen-containing rings. The sequence which begins with the preparation of the appropriate (o-bromo-pheny1) alkanylmethoxylamine by straightforward methodology is illustrated by the synthesis of N- acetylbenzoazetine (l), N-acetyltetrahydroquinoline (2), and N-acetylbenzazapine (3). The key step is double lithiation of the aryl bromide to give an (o-1ithiophenyl) alkyIlithio- ...

Related Articles:

Synthesis of 6??Nitro??1, 2, 3, 4??tetrahydroquinoline: An Experimental and Theoretical Study of Regioselective Nitration

[Cordeiro, Alessandra; Shaw, Julian; O'Brien, John; Blanco, Fernando; Rozas, Isabel European Journal of Organic Chemistry, 2011 , # 8 p. 1504 - 1513]

Intramolecular palladium-catalyzed aryl amination and aryl amidation

[Wolfe, John P.; Rennels, Roger A.; Buchwald, Stephen L. Tetrahedron, 1996 , vol. 52, # 21 p. 7525 - 7546]

A facile one-pot synthesis of N-substituted tetrahydroquinolines

[Babu, Thelagathoti Hari; Shanthi, Gnanamani; Perumal, Paramasivan T. Tetrahedron Letters, 2009 , vol. 50, # 24 p. 2881 - 2884]

Intramolecular palladium-catalyzed aryl amination and aryl amidation

[Wolfe, John P.; Rennels, Roger A.; Buchwald, Stephen L. Tetrahedron, 1996 , vol. 52, # 21 p. 7525 - 7546]

Intramolecular palladium-catalyzed aryl amination and aryl amidation

[Wolfe, John P.; Rennels, Roger A.; Buchwald, Stephen L. Tetrahedron, 1996 , vol. 52, # 21 p. 7525 - 7546]

More Articles...