Directed ortho lithiation of N-alkylphenylaziridines
V Capriati, S Florio, R Luisi, B Musio
Index: Capriati, Vito; Florio, Saverio; Luisi, Renzo; Musio, Biagia Organic Letters, 2005 , vol. 7, # 17 p. 3749 - 3752
Full Text: HTML
Citation Number: 50
Abstract
The ortho lithiation-trapping sequence of phenylaziridines is described. This methodology, which counts on the ability of the aziridino group to act as a directed metalation group (DMG), provides an easy access to functionalized arylaziridines as well as to phthalans and phthalides. The importance of the aziridine N-substituent in this DoM reaction is stressed as well.
Related Articles:
Zinc (II)-catalysed transformation of epoxides to aziridines
[Kuehnau, Dorte; Thomsen, Ib; Jorgensen, Karl Anker Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 11 p. 1167 - 1170]
[Piotti, Marcelo E.; Alper, Howard Journal of the American Chemical Society, 1996 , vol. 118, # 1 p. 111 - 116]
[Yang, Zhen-Zhen; Li, Yu-Nong; Wei, Yang-Yang; He, Liang-Nian Green Chemistry, 2011 , vol. 13, # 9 p. 2351 - 2353]
Highly Coordinated Tin Hydrides: A Novel Synthesis of Tertiary Amines via Hydrostannation of Imines
[Kawakami, Takayo; Sugimoto, Takayuki; Shibata, Ikuya; Baba, Akio; Matsuda, Haruo; Sonoda, Noboru Journal of Organic Chemistry, 1995 , vol. 60, # 9 p. 2677 - 2682]
[Dou, Xiao-Yong; He, Liang-Nian; Yang, Zhen-Zhen Synthetic Communications, 2012 , vol. 42, # 1 p. 62 - 74]