Cu-Catalyzed decarboxylative annulation of N -substituted glycines with 3-formylchromones: synthesis of functionalized chromeno[2,3- b ]pyrrol-4(1 H )-ones.

Autor: Chen L; Key Laboratory of Medicinal Chemistry for Natural Resources, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, 650091, P. R. China. yansj@ynu.edu.cn., Li YD; Key Laboratory of Medicinal Chemistry for Natural Resources, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, 650091, P. R. China. yansj@ynu.edu.cn., Lv Y; Key Laboratory of Medicinal Chemistry for Natural Resources, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, 650091, P. R. China. yansj@ynu.edu.cn., Lu ZH; Key Laboratory of Medicinal Chemistry for Natural Resources, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, 650091, P. R. China. yansj@ynu.edu.cn., Yan SJ; Key Laboratory of Medicinal Chemistry for Natural Resources, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, 650091, P. R. China. yansj@ynu.edu.cn.
Jazyk: angličtina
Zdroj: Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2022 Sep 13; Vol. 58 (73), pp. 10194-10197. Date of Electronic Publication: 2022 Sep 13.
DOI: 10.1039/d2cc03816a
Abstrakt: A novel protocol was developed for preparing functionalized chromeno[2,3 -b ]pyrrol-4(1 H )-ones 3 (CMPOs) from 3-formylchromones with N -substituted glycine derivatives. The method entailed decarboxylative annulation of the acyl group of 3-formylchromones by simply heating a mixture of substrates 1-2 and toluene oxidized by 2-di- tert -butyl peroxide (DTBP) and catalyzed by CuBr. As a result, a series of CMPOs 3 were produced via a cascade reaction. This protocol can be used to synthesize functionalized CMPOs via combinatorial and parallel syntheses in a one-pot reaction rather than a tedious multi-step reaction.
Databáze: MEDLINE