Flexible Synthesis of Benzofuranones from ortho-Alkynyl Phenols or Benzofurans

Wenqian Du; Rongjie Yang; Jiawen Wu; Zhonghua Xia

doi:10.1002/ejoc.202201497

Flexible Synthesis of Benzofuranones from ortho-Alkynyl Phenols or Benzofurans

Wenqian Du, Rongjie Yang, Jiawen Wu, Zhonghua Xia^*

^*Corresponding author for this work

School of Material Science and Engineering

Beijing Institute of Technology

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

7 Citations (Scopus)

Abstract

Benzofuranones are attractive synthetic targets in medicinal and natural products. The cycloisomerization of o-alkynyl phenol to benzofuran-3(2H)-one is reported here using gold(I) and Selectfluor. This benzofuranone can also be obtained from benzofuran without a gold catalyst. This study presents two appealing synthetic methods for benzofuran-3(2H)-ones that use readily available starting materials, have high chemoselectivity and operate under very mild conditions.

Original language	English
Article number	e202201497
Journal	European Journal of Organic Chemistry
Volume	26
Issue number	8
DOIs	https://doi.org/10.1002/ejoc.202201497
Publication status	Published - 17 Feb 2023

Keywords

benzofuran
benzofuranones
gold catalysis
metal-free
o-alkynyl phenol

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10.1002/ejoc.202201497

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abstract = "Benzofuranones are attractive synthetic targets in medicinal and natural products. The cycloisomerization of o-alkynyl phenol to benzofuran-3(2H)-one is reported here using gold(I) and Selectfluor. This benzofuranone can also be obtained from benzofuran without a gold catalyst. This study presents two appealing synthetic methods for benzofuran-3(2H)-ones that use readily available starting materials, have high chemoselectivity and operate under very mild conditions.",

keywords = "benzofuran, benzofuranones, gold catalysis, metal-free, o-alkynyl phenol",

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T1 - Flexible Synthesis of Benzofuranones from ortho-Alkynyl Phenols or Benzofurans

AU - Du, Wenqian

AU - Yang, Rongjie

AU - Wu, Jiawen

AU - Xia, Zhonghua

PY - 2023/2/17

Y1 - 2023/2/17

N2 - Benzofuranones are attractive synthetic targets in medicinal and natural products. The cycloisomerization of o-alkynyl phenol to benzofuran-3(2H)-one is reported here using gold(I) and Selectfluor. This benzofuranone can also be obtained from benzofuran without a gold catalyst. This study presents two appealing synthetic methods for benzofuran-3(2H)-ones that use readily available starting materials, have high chemoselectivity and operate under very mild conditions.

AB - Benzofuranones are attractive synthetic targets in medicinal and natural products. The cycloisomerization of o-alkynyl phenol to benzofuran-3(2H)-one is reported here using gold(I) and Selectfluor. This benzofuranone can also be obtained from benzofuran without a gold catalyst. This study presents two appealing synthetic methods for benzofuran-3(2H)-ones that use readily available starting materials, have high chemoselectivity and operate under very mild conditions.

KW - benzofuran

KW - benzofuranones

KW - gold catalysis

KW - metal-free

KW - o-alkynyl phenol

UR - http://www.scopus.com/inward/record.url?scp=85147040168&partnerID=8YFLogxK

U2 - 10.1002/ejoc.202201497

DO - 10.1002/ejoc.202201497

M3 - Article

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SN - 1434-193X

VL - 26

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 8

M1 - e202201497

ER -

Flexible Synthesis of Benzofuranones from ortho-Alkynyl Phenols or Benzofurans

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Keywords

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