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Ring cleavage and ring expansion of indoles by superoxide ion

✍ Scribed by É. Balogh-Hergovich; G. Speier


Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
190 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis


The reaction of indoles (A) with superoxide ion resulted in ring cleavage to give o-formyl and o-acylaminoketones -(A) or N-acylanthranilic acid (s) and ring expansion yielding 2-quinolones (3). All reactions are chemiluminescent


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Dichlorocyclopropanation and ring cleava
✍ K.J. Shea; W.M. Fruscella; W.P. England 📂 Article 📅 1987 🏛 Elsevier Science 🌐 French ⚖ 246 KB

Sequential dichlorocyclopropanation and ethoxide induced lactone cleavage of bridgehead enol lactones affords a stereocontrolled synthesis of 2-chlorocycloheptenones. Bridgehead enol lactones (2),' prepared by Type 2 intramolecular Diels-Alder cycloaddition of trienol esters (1) have been shown to b