Proline-catalyzed synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines under solvent-free conditions
XY Dou, LN He, ZZ Yang
Index: Dou, Xiao-Yong; He, Liang-Nian; Yang, Zhen-Zhen Synthetic Communications, 2012 , vol. 42, # 1 p. 62 - 74
Full Text: HTML
Citation Number: 14
Abstract
Natural α-amino acids were proven to be ecofriendly and recyclable catalysts for the carboxylation of aziridines with CO 2 without utilization of any organic solvents or additives. Notably, a series of 5-aryl-2-oxazolidinones were obtained in good yield together with excellent chemo- and regioselectivity under mild conditions using proline as the catalyst. Notably, the catalyst could be recycled more than five times after a simple separation procedure without appreciable loss of catalytic ...
Related Articles:
Directed ortho lithiation of N-alkylphenylaziridines
[Capriati, Vito; Florio, Saverio; Luisi, Renzo; Musio, Biagia Organic Letters, 2005 , vol. 7, # 17 p. 3749 - 3752]
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]