A Cascade Rh(III)‐catalyzed C−H Activation/Chemodivergent Annulation of N‐carbamoylindoles with Sulfoxonium Ylides for the Synthesis of Dihydropyrimidoindolone and Tricyclic [1, 3]Oxazino[3, 4‐a]indol‐1‐ones Derivatives. Issue 5 (21st January 2021)

• Record Type: Journal Article
• Authors: Xie, Hui; Zhong, Mei; Kang, Hua‐Jie; Shu, Bing; Zhang, Shang‐Shi
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 5(2021)
• Page Start: 1436
• Page End: 1442
• Publication Date: 2021-01-21
• Subjects: Rh(III)-catalyzed -- N-carbamoylindoles -- sulfoxonium ylides -- cascade -- annulation; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202001380
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A highly efficient cascade Rh(III)‐catalyzed C−H activation/intramolecular chemodivergent cyclization reaction of N‐carbamoylindoles and sulfoxonium ylides has been successfully achieved for the first time. This synergistic process provides rapid access to functionalized dihydropyrimidoindolone and tricyclic [1, 3]oxazino[3, 4‐ a ]indol‐1‐ones skeletons under redox neutral conditions with broad substrate scope and remarkable functional‐group compatibility. Further late‐stage modification of structurally complex drug molecules and mechanistic studies were also accomplished. Abstract :