β-Lactams by a nickel powder/acetic acid mediated radical cyclisation

作者: Béatrice Quiclet-Sire , Jean-Baptiste Saunier , Samir Z. Zard

DOI: 10.1016/0040-4039(96)00033-0

关键词:

摘要: Abstract N-Ethenyl trichloroacetamides undergo a radical cyclisation to give β-lactams and in some cases γ-lactams when exposed nickel powder acetic acid refluxing 2-propanol.

参考文章(15)
The Chemistry of β-lactams Blackie Academic & Professional. ,(1992) , 10.1007/978-94-011-2928-2
Jean Boivin, Anne-Marie Schiano, Samir Z. Zard, A novel and practical access to 13-epi-17-ketosteroids Tetrahedron Letters. ,vol. 33, pp. 7849- 7852 ,(1992) , 10.1016/S0040-4039(00)74760-5
Susan L. Fremont, John L. Belletire, Douglas M. Ho, Free radical cyclizations leading to four-membered rings. I. Beta-lactam production using tributyltin hydride Tetrahedron Letters. ,vol. 32, pp. 2335- 2338 ,(1991) , 10.1016/S0040-4039(00)79917-5
Hiroyuki Ishibashi, Nobuyuki Nakamura, Tatsunori Sato, Michiyo Takeuchi, Masazumi Ikeda, Radical cyclizations of N-vinylic α-chloroacetamides. 5-endo-trig and 4-exo-trig cyclizations Tetrahedron Letters. ,vol. 32, pp. 1725- 1728 ,(1991) , 10.1016/S0040-4039(00)74314-0
Gerald Pattenden, Stephen J. Reynolds, A new synthetic route to (±)-thienamycin via 4-exo trigonal cyclisation of carbamoyl cobalt intermediates Tetrahedron Letters. ,vol. 32, pp. 259- 262 ,(1991) , 10.1016/0040-4039(91)80870-C
Jean Boivin, Mohammed Yousfi, Samir Z. Zard, A new and practical synthesis of indolones Tetrahedron Letters. ,vol. 35, pp. 9553- 9556 ,(1994) , 10.1016/0040-4039(94)88509-5
Jean Boivin, Mohammed Yousfi, Samir Z. Zard, A versatile radical based synthesis of γ—lactams using nickel powder / acetic acid Tetrahedron Letters. ,vol. 35, pp. 5629- 5632 ,(1994) , 10.1016/S0040-4039(00)77265-0
G. Bryon Gill, Gerald Pattenden, Stephen J. Reynolds, Cobalt-mediated reactions: inter- and intra-molecular additions of carbamoyl radicals to alkenes in the synthesis of amides and lactams Journal of the Chemical Society, Perkin Transactions 1. pp. 369- 378 ,(1994) , 10.1039/P19940000369