Palladium-catalyzed tandem C-H functionalization/cyclization strategy for the synthesis of 5-hydroxybenzofuran derivatives

Sachin S. Ichake; Ashok Konala; Veerababurao Kavala; Chun Wei Kuo; Ching Fa Yao

doi:10.1021/acs.orglett.6b03310

Palladium-catalyzed tandem C-H functionalization/cyclization strategy for the synthesis of 5-hydroxybenzofuran derivatives

Sachin S. Ichake, Ashok Konala, Veerababurao Kavala, Chun Wei Kuo, Ching Fa Yao^*

^*Corresponding author for this work

Department of Chemistry

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

28 Citations (Scopus)

Abstract

A palladium-catalyzed benzoquinone C-H functionalization/ cyclization strategy with terminal alkynes was employed for the synthesis of some biologically relevant 2, 3-disubstituted 5-hydroxybenzofuran derivatives. The benzoquinone acts as a reactant as well as an oxidant. During the process, an additional alkyne functionality can be introduced at the C3 position of the benzofuran. Base, ligand, and external oxidant are not required in this protocol.

Original language	English
Pages (from-to)	54-57
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	1
DOIs	https://doi.org/10.1021/acs.orglett.6b03310
Publication status	Published - 2017 Jan 6

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.6b03310

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title = "Palladium-catalyzed tandem C-H functionalization/cyclization strategy for the synthesis of 5-hydroxybenzofuran derivatives",

abstract = "A palladium-catalyzed benzoquinone C-H functionalization/ cyclization strategy with terminal alkynes was employed for the synthesis of some biologically relevant 2, 3-disubstituted 5-hydroxybenzofuran derivatives. The benzoquinone acts as a reactant as well as an oxidant. During the process, an additional alkyne functionality can be introduced at the C3 position of the benzofuran. Base, ligand, and external oxidant are not required in this protocol.",

author = "Ichake, {Sachin S.} and Ashok Konala and Veerababurao Kavala and Kuo, {Chun Wei} and Yao, {Ching Fa}",

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AU - Ichake, Sachin S.

AU - Konala, Ashok

AU - Kavala, Veerababurao

AU - Kuo, Chun Wei

AU - Yao, Ching Fa

PY - 2017/1/6

Y1 - 2017/1/6

N2 - A palladium-catalyzed benzoquinone C-H functionalization/ cyclization strategy with terminal alkynes was employed for the synthesis of some biologically relevant 2, 3-disubstituted 5-hydroxybenzofuran derivatives. The benzoquinone acts as a reactant as well as an oxidant. During the process, an additional alkyne functionality can be introduced at the C3 position of the benzofuran. Base, ligand, and external oxidant are not required in this protocol.

AB - A palladium-catalyzed benzoquinone C-H functionalization/ cyclization strategy with terminal alkynes was employed for the synthesis of some biologically relevant 2, 3-disubstituted 5-hydroxybenzofuran derivatives. The benzoquinone acts as a reactant as well as an oxidant. During the process, an additional alkyne functionality can be introduced at the C3 position of the benzofuran. Base, ligand, and external oxidant are not required in this protocol.

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Palladium-catalyzed tandem C-H functionalization/cyclization strategy for the synthesis of 5-hydroxybenzofuran derivatives

Abstract

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CCDC 1511959: Experimental Crystal Structure Determination

CCDC 1509374: Experimental Crystal Structure Determination

CCDC 1509527: Experimental Crystal Structure Determination

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Palladium-catalyzed tandem C-H functionalization/cyclization strategy for the synthesis of 5-hydroxybenzofuran derivatives

Abstract

ASJC Scopus subject areas

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Datasets

CCDC 1511959: Experimental Crystal Structure Determination

CCDC 1509374: Experimental Crystal Structure Determination

CCDC 1509527: Experimental Crystal Structure Determination

Cite this