Published March 2010
| Version v1
Journal article
Synthesis of 2,5-Disubstituted Pyrrolidines from N-Alkenyl and Alkynyl N-Benzoyloxy sulfonamides Catalyzed by (CuOTf)2·C6H6
Creators
- 1. Nanyang Technological University, Singapore (Singapore)
Description
A new synthetic method of 2,5-disubstituted pyrrolidines is developed by the cyclization of unsaturated N-benzoyloxy sulfonamides by (CuOTf)2·C6H6 in refluxing dichloroethane. Various N-4- and N-5-alkenyl and alkynyl N-benzoyloxy sulfonamides are cyclized to give pyrrolidines. The cyclization proceeds via addition of sulfonamidoyl radicals to intramolecular unsaturated bonds or allylic hydrogen abstraction with the radical intermediates
Additional details
Publishing Information
- Journal Title
- Bulletin of the Korean Chemical Society
- Journal Volume
- 31
- Journal Issue
- 3
- Series
- 14 refs, 5 figs, 4 tabs
- Journal Page Range
- p. 563-569
- ISSN
- 0253-2964
INIS
- Country of Publication
- Korea, Republic of
- Country of Input or Organization
- Korea, Republic of
- INIS RN
- 45050431
- Subject category
- S37: INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY;
- Descriptors DEI
- CHEMICAL BONDS; CYCLIZATION; HYDROGEN; PYRROLIDINES; SULFONAMIDES
- Descriptors DEC
- AMIDES; AMINES; ANTI-INFECTIVE AGENTS; ANTIMICROBIAL AGENTS; AZOLES; CHEMICAL REACTIONS; DRUGS; ELEMENTS; HETEROCYCLIC COMPOUNDS; NONMETALS; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; ORGANIC SULFUR COMPOUNDS; PYRROLES