Convenient synthesis of polysubstituted 3-iodofurans through the tandem ring-opening/cyclization reaction of 1-alkynyl-2,3-epoxy alcohols

Shu Guang Wen; Wei Min Liu; Yong Min Liang

doi:10.1055/s-2007-990830

Convenient synthesis of polysubstituted 3-iodofurans through the tandem ring-opening/cyclization reaction of 1-alkynyl-2,3-epoxy alcohols

Shu Guang Wen, Wei Min Liu, Yong Min Liang

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

18 Scopus citations

Abstract

A novel method for the synthesis of highly substituted iodine-containing furans has been developed by the cyclization of 1-(arylethynyl)-2,3-epoxy alcohols (1-aryl-4,5-epoxyalk-1-yn-3-ols) with alcohols as nucleophiles under very mild reaction conditions. The resulting iodine-containing furans can be readily elaborated to more complex products using known organopalladium chemistry.

Original language	English
Article number	F13107SS
Pages (from-to)	3295-3300
Number of pages	6
Journal	Synthesis
Issue number	21
DOIs	https://doi.org/10.1055/s-2007-990830
State	Published - 2 Nov 2007
Externally published	Yes

Keywords

Electrophilic cyclization
Epoxide
Iodofuran
Tandem reaction

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10.1055/s-2007-990830

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title = "Convenient synthesis of polysubstituted 3-iodofurans through the tandem ring-opening/cyclization reaction of 1-alkynyl-2,3-epoxy alcohols",

abstract = "A novel method for the synthesis of highly substituted iodine-containing furans has been developed by the cyclization of 1-(arylethynyl)-2,3-epoxy alcohols (1-aryl-4,5-epoxyalk-1-yn-3-ols) with alcohols as nucleophiles under very mild reaction conditions. The resulting iodine-containing furans can be readily elaborated to more complex products using known organopalladium chemistry.",

keywords = "Electrophilic cyclization, Epoxide, Iodofuran, Tandem reaction",

author = "Wen, {Shu Guang} and Liu, {Wei Min} and Liang, {Yong Min}",

year = "2007",

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doi = "10.1055/s-2007-990830",

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AU - Liu, Wei Min

AU - Liang, Yong Min

PY - 2007/11/2

Y1 - 2007/11/2

N2 - A novel method for the synthesis of highly substituted iodine-containing furans has been developed by the cyclization of 1-(arylethynyl)-2,3-epoxy alcohols (1-aryl-4,5-epoxyalk-1-yn-3-ols) with alcohols as nucleophiles under very mild reaction conditions. The resulting iodine-containing furans can be readily elaborated to more complex products using known organopalladium chemistry.

AB - A novel method for the synthesis of highly substituted iodine-containing furans has been developed by the cyclization of 1-(arylethynyl)-2,3-epoxy alcohols (1-aryl-4,5-epoxyalk-1-yn-3-ols) with alcohols as nucleophiles under very mild reaction conditions. The resulting iodine-containing furans can be readily elaborated to more complex products using known organopalladium chemistry.

KW - Electrophilic cyclization

KW - Epoxide

KW - Iodofuran

KW - Tandem reaction

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DO - 10.1055/s-2007-990830

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M1 - F13107SS

ER -

Convenient synthesis of polysubstituted 3-iodofurans through the tandem ring-opening/cyclization reaction of 1-alkynyl-2,3-epoxy alcohols

Abstract

Keywords

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