Tetrahedron

CuCl-catalyzed radical cyclisation of N-α-perchloroacyl-ketene-N, S-acetals: a new way to prepare disubstituted maleic anhydrides

A Cornia, F Felluga, V Frenna, F Ghelfi, AF Parsons…

Index: Cornia, Andrea; Felluga, Fulvia; Frenna, Vincenzo; Ghelfi, Franco; Parsons, Andrew F.; Pattarozzi, Mariella; Roncaglia, Fabrizio; Spinelli, Domenico Tetrahedron, 2012 , vol. 68, # 29 p. 5863 - 5881

Full Text: HTML

Citation Number: 0

Abstract

The copper-catalyzed radical cyclization (RC) of N-α-perchloroacyl cyclic ketene-N, X (X= O, NR, S)-acetals was studied. While the RC of N-acyl ketene-N, O-acetals was unsuccessful, the 5-endo cyclization of the other ketene acetals provided much better results, with the following order of cyclization efficiency: hexa-atomic cyclic ketene-N, NR-acetals

Related Articles:

A Convenient Synthesis of 2??Oxazolines and 2??Benoxazoles with PPh3??DDQ as the Dehydrating Reagent

[Xu, Quancai; Li, Zhengning; Chen, Huiying Chinese Journal of Chemistry, 2011 , vol. 29, # 5 p. 925 - 932]

One-Step Conversion of Aldehydes to Oxazolines and 5, 6-Dihydro-4 H-1, 3-oxazines Using 1, 2-and 1, 3-Azido Alcohols

[Badiang, Jennifer G.; Aube, Jeffrey Journal of Organic Chemistry, 1996 , vol. 61, # 7 p. 2484 - 2487]

A diazonium ion cascade from the nitrosation of tolazoline, an imidazoline-containing drug

[Cassebaum,H.; Uhlig,K. Journal fuer Praktische Chemie (Leipzig), 1973 , vol. 315, # 6 p. 1057 - 1066]

The use of 2??0xazolidinone as a latent aziridine equivalent. I. A facile method for the preparation of 2??substituted oxazolines

[Poindexter, Graham S. Journal of Heterocyclic Chemistry, 1983 , vol. 20, p. 1431 - 1433]

More Articles...