Metal‐Free Synthesis of Benzo[a]phenanthridines from Aromatic Aldehydes, Cyclohexanones, and Aromatic Amines. Issue 3 (22nd December 2021)

• Record Type: Journal Article
• Authors: Jiang, Pingyu; Shan, Zhifei; Chen, Shanping; Wang, Quanyuan; Jiang, Shuxin; Zheng, Haolin; Deng, Guo‐Jun
• Is Part Of: Chinese journal of chemistry. Volume 40:Issue 3(2022)
• Page Start: 365
• Page End: 370
• Publication Date: 2021-12-22
• Subjects: Nitrogen heterocycles -- Multicomponent reactions -- Dehydroaromatization -- Cyclization -- Metal‐free; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/cjoc.202100670
• Languages: English
• ISSNs: 1001-604X

Abstract

Comprehensive Summary: A three‐component synthesis of benzo[ α ]phenanthridines from aromatic aldehydes, cyclohexanones, and aromatic amines has been developed, which is mediated by KI/DMSO/camphorsulfonic acid to afford a variety of functionalized benzo[ α ]phenanthridines in satisfactory yields. The present strategy provides a biaryl motif ortho to the nitrogen atom which has the potential to be used as ligand by further modification. With the advantages of readily available starting materials, transition‐metal‐free conditions, gram‐scale synthesis, and broad substrate scope, this three‐component protocol provides an efficient approach for the preparation of diverse benzo[ α ]phenanthridines. Abstract :