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- Title
Intramolecular Carbenoid Reactions of Pyrrole Derivatives Efficient Syntheses of Pyrrolizinone and Dihydroindolizinone.
- Authors
Jefford, Charles W.; Johncock, William
- Abstract
The copper-catalyzed pyrolysis of 1-diazo-3-(pyrrol-1-yl)-2-propanone (1a) and 1-diazo-4-(pyrrol-1-yl)-2-butanone (1b) in benzene solution gave 1 H-pyrrolizin-2-(3 H)-one (4a) and 5,6-dihydroindolizin-7 (8 H)-one (4b), respectively, in quantitative yield. Similar pyrolysis of 1-diazo-4-(3-methylindol-1-yl)-2-butanone (9) was less efficient giving 1-methylbenzo[ b]-5,6-dihydroindroindolizin-7 (8 H)-one (10) and 4-(3-methylindol-1-yl)-but-l-en-3-one (11) in 7% and 24% yield, respectively.
- Publication
Helvetica Chimica Acta, 1983, Vol 66, Issue 8, p2666
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19830660835