Silver-catalysed double decarboxylative addition-cyclisation-elimination cascade sequence for the synthesis of quinolin-2-ones.

Autor: Mazodze CM; Department of Chemistry, University of Cape Town, Rondebosch, Cape Town, 7700, South Africa. wade.petersen@uct.ac.za., Petersen WF; Department of Chemistry, University of Cape Town, Rondebosch, Cape Town, 7700, South Africa. wade.petersen@uct.ac.za.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2022 May 04; Vol. 20 (17), pp. 3469-3474. Date of Electronic Publication: 2022 May 04.
DOI: 10.1039/d2ob00521b
Abstrakt: An atom-efficient silver-catalysed double carboxylative strategy for the one-step synthesis of quinolin-2-ones via an addition-cyclisation-elimination cascade sequence of oxamic acids to acrylic acids, mediated either thermally or photochemically, is reported. The reaction was applicable to the synthesis of a broad range of quinolin-2-ones and featured a double-disconnection approach that constructed the quinolin-2-one core via the formal and direct addition of a C(sp 2 )-H/C(sp 2 )-H olefin moiety to a phenylformamide precursor.
Databáze: MEDLINE