Lewis base promoted [4 + 2] annulation of o -acylamino-aryl MBH carbonates with isatin.

Autor: Shen LW; Department of Chemistry and Chemical Engineering, Zunyi Normal College, Zunyi 563002, China. shenlw1994@163.com., Luo N; Department of Chemistry and Chemical Engineering, Zunyi Normal College, Zunyi 563002, China. shenlw1994@163.com., Jia YQ; Department of Chemistry and Chemical Engineering, Zunyi Normal College, Zunyi 563002, China. shenlw1994@163.com., Wang GW; Department of Chemistry and Chemical Engineering, Zunyi Normal College, Zunyi 563002, China. shenlw1994@163.com., Yuan SP; School of Chemistry and Chemical Engineering, Shaanxi Normal University, Shaanxi 710119, China., Xiang M; Department of Chemistry and Chemical Engineering, Zunyi Normal College, Zunyi 563002, China. shenlw1994@163.com.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2024 Oct 09; Vol. 22 (39), pp. 7961-7964. Date of Electronic Publication: 2024 Oct 09.
DOI: 10.1039/d4ob01240b
Abstrakt: The first example of Lewis base promoted [4 + 2] annulation between o -acylamino-aryl MBH carbonates and isatin has been developed. This methodology exhibits excellent substrate applicability and has synthesized 1,4-dihydrospiro benzo[ d ][1,3]oxazine-oxindoles with yields up to 98%. The practical value of this method is underscored by its successful application in a 50-fold scale-up.
Databáze: MEDLINE