A Cyclopropenone Route to New Pyrrolizidine Derivatives. -Enaminone (I) is converted to pyrrol-2-one (III) with the substituted cyclopropenone (II). Via a subsequent acidic intramolecular aldol reaction bicyclic dihydropyrrolones (IV) and (V) are easily obtained when HCl is employed. With TFA selec
A cyclopropenone route to new pyrrolizidine derivatives
✍ Scribed by Albert Kascheres; Heloisa C. Schumacher; Reinaldo A. F. Rodrigues
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1997
- Tongue
- English
- Weight
- 177 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
New pyrrolizidine derivatives 6 and 7 were prepared from the 1, 5‐dihydro‐2__H__‐pyrrol‐2‐one 3a via an acidic intramolecular aldol condensation in 16% and 42% yields, respectively. Compound 6 was obtained by dehydration of 7 with p‐toluenessulfonic acid in 67% yield.
📜 SIMILAR VOLUMES
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract magnified image Cyclocondensation of orthophenylendiamines with 3‐bromopropionic acid in PPA afforded 2‐vinylbenzimidazoles which were subsequently converted to their corresponding 2‐(1,2‐dibromoethyl)‐1__H__‐benzimidazoles on treatment with bromine. Reaction of these compounds with ar