Australian journal of chemistry

The application of the Schmidt reaction and Beckmann rearrangement to the synthesis of bicyclic lactams: some mechanistic considerations

IT Crosby, JK Shin, B Capuano

Index: Crosby, Ian T.; Shin, James K.; Capuano, Ben Australian Journal of Chemistry, 2010 , vol. 63, # 2 p. 211 - 226

Full Text: HTML

Citation Number: 7

Abstract

Abstract The syntheses of some methoxy-substituted bicyclic lactams, of the types 3 and 4, are reported employing two different conditions for the Schmidt reaction of appropriate ketones and employing two different conditions for the Beckmann rearrangement of the corresponding ketoximes. The alkyl to aryl migration ratios of the reactions were determined by high-performance liquid chromatography analysis of the reactions. The mechanisms of ...

Related Articles:

Beckmann rearrangement of ketoximes induced by phenyl dichlorophosphate at ambient temperature

[Kuo, Chun-Wei; Hsieh, Min-Tsang; Gao, Shijay; Shao, Yi-Ming; Yao, Ching-Fa; Shia, Kak-Shan Molecules, 2012 , vol. 17, # 11 p. 13662 - 13672]

High-Yield Method for the Preparation of 1, 3, 4, 5-Tetrahydro-7-methoxy-2 H-1-benzazepin-2-one with Excellent Regio-and Stereoselectivity

[Piao, Feng-Yu; Xie, Yu-Zhong; Zhang, Wen-Bin; Zhang, Wei; Han, Rong-Bi Synthetic Communications, 2013 , vol. 43, # 14 p. 1920 - 1930]

Synthesis and anticonvulsant activity of 8-alkoxy-5, 6-dihydro-4H-benzo [f][1, 2, 4] triazolo [4, 3-a] azepine derivatives

[Zhang, Wen-Bin; Han, Rong-Bi; Zhang, Wei; Jiang, Ri-Shan; Piao, Feng-Yu Medicinal Chemistry Research, 2012 , vol. 21, # 9 p. 2587 - 2594]

High-Yield Method for the Preparation of 1, 3, 4, 5-Tetrahydro-7-methoxy-2 H-1-benzazepin-2-one with Excellent Regio-and Stereoselectivity

[Piao, Feng-Yu; Xie, Yu-Zhong; Zhang, Wen-Bin; Zhang, Wei; Han, Rong-Bi Synthetic Communications, 2013 , vol. 43, # 14 p. 1920 - 1930]

Intramolecular addition of acyldiazenecarboxylates onto double bonds in the synthesis of heterocycles

[Prata, Jose V.; Clemente, Dina-Telma S.; Prabhakar, Sundaresan; Lobo, Ana M.; Mourato, Isabel; Branco, Paula S. Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 4 p. 513 - 528]

More Articles...