Substrate‐ and Catalyst‐Controlled C−H Bond Activation/Annulation for Construction of Pyrido[2,3,4‐de]quinazolinones and Indolo[1,2‐c]quinazolinones

Author:

Hou Xinjiao12,Wang Run23,Zhou Jianhui2,Li Yuan2,Li Jiyuan2,Liu Hong124,Wang Dechuan1,Zhou Yu24ORCID

Affiliation:

1. Department of Medicinal Chemistry China Pharmaceutical University Nanjing 210009 People's Republic of China

2. Drug Discovery & Development Center Shanghai Institute of Materia Medica Chinese Academy of Sciences Shanghai 201203 People's Republic of China

3. Department of Medicinal Chemistry School of Pharmacy Fudan University Shanghai 201203 People's Republic of China

4. School of Pharmaceutical Science and Technology Hangzhou Institute for Advanced Study University of Chinese Academy of Sciences Hangzhou 310024 People's Republic of China

Abstract

AbstractA substrate and catalyst‐controlled synthetic strategy was employed to construct two distinct types of fused polycyclic heterocycles, namely pyrido[2,3,4‐de]quinazolinones and indolo[1,2‐c]quinazolinones. The most notable advantage of this method is its ability to rapidly generate two different polycyclic scaffolds via a simple C−H activation and subsequent cyclization cascade pathway. Specifically, sulfoxonium ylides played a crucial role in both transformations, serving as a two‐carbon synthon and a one‐carbon synthon, to independently construct the two fused polycyclic scaffolds through [4+2] and [4+1] annulation pathways, respectively.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Chemistry

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