Journal of Organic Chemistry p. 10785 - 10795 (2019)
Update date:2022-08-11
Topics:
Rabasa-Alca?iz, Fernando
Sánchez-Roselló, Mariá
Fustero, Santos
Del Pozo, Carlos
The organocatalytic synthesis of indolizinones and pyrrolo-azepinones has been accomplished in a tandem fashion through a sequence that comprises initial cycloaromatization followed by intramolecular Friedel-Crafts alkylation. The process takes place under Br?nsted acid catalysis, giving rise to final products in moderate to good yields. Attempts to carry out the tandem protocol in an enantioselective fashion were performed with chiral (R)-BINOL-derived N-triflyl phosphoramides. After initial optimization, the tandem process took place with moderate levels of enantioselectivity.
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