| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5225513 | Tetrahedron | 2006 | 5 Pages |
Abstract
A new protocol for the cyclization of N-alkenylamides using chloramine-T and iodine is described. When N-alkenylsulfonamides are treated with chloramine-T and iodine, three- to six-membered N-heterocycles are obtained with complete stereoselectivity. The method is compatible with the cyclization of the allylbenzamide or allylbenzthioamide to afford an oxazoline or thiazoline derivative, respectively. Mechanistic studies indicate that the chloramine-T/I2 system functions as an effective iodonium species.
Graphical abstractDownload full-size image
Keywords
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Yoshinobu Morino, Ikumasa Hidaka, Yoji Oderaotoshi, Mitsuo Komatsu, Satoshi Minakata,