Rh(III)-Catalyzed [4+1] Cyclization of Sulfoxonium Ylides and Anthranils for Accessing N-Arylisatins

Peng Zhou; Wei Tao Yang; Guigen Li; Wen Juan Hao; Bo Jiang

doi:10.1002/cctc.202000640

Rh(III)-Catalyzed [4+1] Cyclization of Sulfoxonium Ylides and Anthranils for Accessing N-Arylisatins

Peng Zhou, Wei Tao Yang, Guigen Li, Wen Juan Hao, Bo Jiang

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

A rhodium(III)-catalyzed [4+1] cyclization between aroyl sulfoxonium ylides and anthranils has been developed, offering a wide range of new aldehyde-containing N-arylisatins in good to excellent yields. The highlight of this reaction shows the construction of two C−N and one C=O bonds through [4+1] annulation consisted of C−H activation, ring opening of anthranils and oxygen insertion.

Original language	English
Pages (from-to)	4689-4694
Number of pages	6
Journal	ChemCatChem
Volume	12
Issue number	18
DOIs	https://doi.org/10.1002/cctc.202000640
State	Published - Sep 17 2020

Keywords

C−H activation
N-arylisatins
Rh(III)-catalysis
[4+1] cyclization
oxygen insertion

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10.1002/cctc.202000640

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title = "Rh(III)-Catalyzed [4+1] Cyclization of Sulfoxonium Ylides and Anthranils for Accessing N-Arylisatins",

abstract = "A rhodium(III)-catalyzed [4+1] cyclization between aroyl sulfoxonium ylides and anthranils has been developed, offering a wide range of new aldehyde-containing N-arylisatins in good to excellent yields. The highlight of this reaction shows the construction of two C−N and one C=O bonds through [4+1] annulation consisted of C−H activation, ring opening of anthranils and oxygen insertion.",

keywords = "C−H activation, N-arylisatins, Rh(III)-catalysis, [4+1] cyclization, oxygen insertion",

author = "Peng Zhou and Yang, {Wei Tao} and Guigen Li and Hao, {Wen Juan} and Bo Jiang",

note = "Funding Information: We would like to acknowledge the financial support from the National Natural Science Foundation of China (No. 21971090, 21672100, 91956110) and Robert A. Welch Foundation (D‐1361, USA). Publisher Copyright: {\textcopyright} 2020 Wiley-VCH GmbH",

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AU - Yang, Wei Tao

AU - Li, Guigen

AU - Hao, Wen Juan

AU - Jiang, Bo

N1 - Funding Information: We would like to acknowledge the financial support from the National Natural Science Foundation of China (No. 21971090, 21672100, 91956110) and Robert A. Welch Foundation (D‐1361, USA). Publisher Copyright: © 2020 Wiley-VCH GmbH

PY - 2020/9/17

Y1 - 2020/9/17

N2 - A rhodium(III)-catalyzed [4+1] cyclization between aroyl sulfoxonium ylides and anthranils has been developed, offering a wide range of new aldehyde-containing N-arylisatins in good to excellent yields. The highlight of this reaction shows the construction of two C−N and one C=O bonds through [4+1] annulation consisted of C−H activation, ring opening of anthranils and oxygen insertion.

AB - A rhodium(III)-catalyzed [4+1] cyclization between aroyl sulfoxonium ylides and anthranils has been developed, offering a wide range of new aldehyde-containing N-arylisatins in good to excellent yields. The highlight of this reaction shows the construction of two C−N and one C=O bonds through [4+1] annulation consisted of C−H activation, ring opening of anthranils and oxygen insertion.

KW - C−H activation

KW - N-arylisatins

KW - Rh(III)-catalysis

KW - [4+1] cyclization

KW - oxygen insertion

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Rh(III)-Catalyzed [4+1] Cyclization of Sulfoxonium Ylides and Anthranils for Accessing N-Arylisatins

Abstract

Keywords

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