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

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...

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Veröffentlicht in:Advanced synthesis & catalysis 2021-03, Vol.363 (5), p.1436-1442
Hauptverfasser: Xie, Hui, Zhong, Mei, Kang, Hua‐Jie, Shu, Bing, Zhang, Shang‐Shi
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container_issue 5
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container_title Advanced synthesis & catalysis
container_volume 363
creator Xie, Hui
Zhong, Mei
Kang, Hua‐Jie
Shu, Bing
Zhang, Shang‐Shi
description 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.
doi_str_mv 10.1002/adsc.202001380
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subjects annulation
cascade
N-carbamoylindoles
Rh(III)-catalyzed
sulfoxonium ylides
title 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
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