Trifluoroacetic anhydride induced Pummerer reactions of carbazole-sulfoxide 1 follow an unusual pathway, in which the initially formed acyloxysulfonium salt 3 undergoes not the usual abstract of m-proton but internal nucleophilic substitution with the indole nuclear followed by SN'type reaction of a
Cyclization of cysteinylglycine sulfoxides under Pummerer reaction conditions
β Scribed by Wolfe, Saul; Kazmaier, Peter Michael; Auksi, Hillar
- Book ID
- 127295134
- Publisher
- NRC Research Press
- Year
- 1979
- Tongue
- French
- Weight
- 494 KB
- Volume
- 57
- Category
- Article
- ISSN
- 0008-4042
- DOI
- 10.1139/v79-387
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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a βFull Textβ option. The original article is trackable v
All attempts to convert compound (I) into (VI) fail. It is noteworthy that also DDQ reacts with (I) to give (III) in 37% yield. The structure of (III) is determined by X-ray analysis. Mechanistical aspects are discussed. -