Work

The synthesis of multi-substituted benzazepine derivatives via Mn(III)-promoted oxidative annulation of isocyanides with boronic acids

Year: 2024

Type: article

Abstract: Seven-membered nitrogen-containing heterocyclic rings are important cores of anti-cancer, anti-antimicrobial, anti-malaria and other drugs. Therefore, efficient and expedient strategies for the synthesis of azacycles are highly desirable. In the previous reports, precious metal catalysts and harsh reaction conditions were usually needed, which might prevent large-scale application. Here, we disclose a protocol with Mn(OAc) 3 ·2H 2 O as a mild one-electron oxidant promoting a radical process to construct indole-fused polysubstituted benzodiazepine skeleton derivatives. This protocol features a broad substrate scope, excellent functional group tolerance, and mild reaction conditions, affording the indole-fused seven-membered rings in good yields. Moreover, this synthetic protocol can be employed in gram-scale synthesis.

Source: Green Synthesis and Catalysis

DOI: 10.1016/j.gresc.2024.11.007

Authors: Shiqiang Mu, Qingqing Xuan, Yu Guo, Jian Xu, Qiuling Song

Institutions: Huaqiao University, Henan Normal University, Fuzhou University, Fujian University of Technology

Language: English

Topic: Synthesis and pharmacology of benzodiazepine derivatives

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

Funders: National Natural Science Foundation of China, Huaqiao University

Awards: G2470366598, G2901133253, G4582535236, 联硼作为还原剂在含氟有机化合物合成中的应用研究, 功能导向的含氟有机化合物的选择性合成