DBU mediated coupling of isatin with phenacyl azides: synthesis of 2-oxoindolin-3-ylbenzoates

Newar, Uma Devi; Bora, Kaushik; Borra, Satheesh; Maurya, Ram Awatar

doi:10.1039/d2nj05661e

New J. Chem.

2023

DOI: 10.1039/d2nj05661e

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DBU mediated coupling of isatin with phenacyl azides: synthesis of 2-oxoindolin-3-ylbenzoates

Uma Devi Newar

Kaushik Bora

Satheesh Borra

et al.

Abstract: 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) catalyzed redox neutral coupling of isatin with phenacyl azides in acetonitrile to yield 2-oxoindolin-3-yl benzoates under mild reaction conditions was developed. The scope of the reaction that leads...

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Cited by 2 publications

References 37 publications

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Hypervalent Iodine‐Mediated C3‐Trifluoropropionyloxylation of N‐Substituted Indoles

Tian,

Zhou,

Wang

et al. 2024

ChemistrySelect

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A metal‐free hypervalent iodine‐mediated C3‐trifluoropropionyloxylation of N‐substituted indoles was developed. (Bis‐trifluoropropanoate)iodobenzene was used as both the oxidant and fluorine source. The reaction was sensitive to the N‐protecting groups of the indoles. N‐acylated indoles provided 3‐trifluoropropionyloxylated indoles, while 3‐trifluoropropionyloxylated oxindoles were generated from indoles bearing N‐alkyl groups.

show abstract

Hypervalent Iodine‐Mediated C3‐Trifluoropropionyloxylation of N‐Substituted Indoles

Tian,

Zhou,

Wang

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

show abstract

Synthesis of pyrazoles from sulfonyl hydrazone and benzyl acrylate under transition-metal-free conditions

Hao,

Wang,

Wang

et al. 2023

Org. Biomol. Chem.

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DBU mediated coupling of isatin with phenacyl azides: synthesis of 2-oxoindolin-3-ylbenzoates

Abstract: 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) catalyzed redox neutral coupling of isatin with phenacyl azides in acetonitrile to yield 2-oxoindolin-3-yl benzoates under mild reaction conditions was developed. The scope of the reaction that leads...

Cited by 2 publications

References 37 publications

Hypervalent Iodine‐Mediated C3‐Trifluoropropionyloxylation of N‐Substituted Indoles

Hypervalent Iodine‐Mediated C3‐Trifluoropropionyloxylation of N‐Substituted Indoles

Synthesis of pyrazoles from sulfonyl hydrazone and benzyl acrylate under transition-metal-free conditions

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