Iodocyclization of ethoxyethyl ethers to alkynes: A broadly applicable synthesis of 3-iodobenzo[b]furans

Takashi Okitsu; Daisuke Nakazawa; Rie Taniguchi; Akimori Wada

doi:10.1021/ol8020463

Iodocyclization of ethoxyethyl ethers to alkynes: A broadly applicable synthesis of 3-iodobenzo[b]furans

Takashi Okitsu^*, Daisuke Nakazawa, Rie Taniguchi, Akimori Wada

^*Corresponding author for this work

Synthetic and Biomolecular Organic Chemistry

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

82 Scopus citations

Abstract

(Chemical Equation Presented) A wide variety of 3-iodobenzo[b]furans were readily prepared by iodocyclization of 2-alkynyl-1-(1-ethoxyethoxy)benzenes with the I(coll)₂PF₆-BF₃-OEt₂ combination. Aryl-, vinyiic-, and alkyl-substituted alkynes undergo iodocyclization in good to excellent yields. The mechanism of the reaction is also discussed.

Original language	English
Pages (from-to)	4967-4970
Number of pages	4
Journal	Organic Letters
Volume	10
Issue number	21
DOIs	https://doi.org/10.1021/ol8020463
State	Published - 2008

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Iodocyclization of ethoxyethyl ethers to alkynes: A broadly applicable synthesis of 3-iodobenzo[b]furans",

abstract = "(Chemical Equation Presented) A wide variety of 3-iodobenzo[b]furans were readily prepared by iodocyclization of 2-alkynyl-1-(1-ethoxyethoxy)benzenes with the I(coll)2PF6-BF3-OEt2 combination. Aryl-, vinyiic-, and alkyl-substituted alkynes undergo iodocyclization in good to excellent yields. The mechanism of the reaction is also discussed.",

author = "Takashi Okitsu and Daisuke Nakazawa and Rie Taniguchi and Akimori Wada",

year = "2008",

doi = "10.1021/ol8020463",

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journal = "Organic Letters",

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T1 - Iodocyclization of ethoxyethyl ethers to alkynes

T2 - A broadly applicable synthesis of 3-iodobenzo[b]furans

AU - Okitsu, Takashi

AU - Nakazawa, Daisuke

AU - Taniguchi, Rie

AU - Wada, Akimori

PY - 2008

Y1 - 2008

N2 - (Chemical Equation Presented) A wide variety of 3-iodobenzo[b]furans were readily prepared by iodocyclization of 2-alkynyl-1-(1-ethoxyethoxy)benzenes with the I(coll)2PF6-BF3-OEt2 combination. Aryl-, vinyiic-, and alkyl-substituted alkynes undergo iodocyclization in good to excellent yields. The mechanism of the reaction is also discussed.

AB - (Chemical Equation Presented) A wide variety of 3-iodobenzo[b]furans were readily prepared by iodocyclization of 2-alkynyl-1-(1-ethoxyethoxy)benzenes with the I(coll)2PF6-BF3-OEt2 combination. Aryl-, vinyiic-, and alkyl-substituted alkynes undergo iodocyclization in good to excellent yields. The mechanism of the reaction is also discussed.

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U2 - 10.1021/ol8020463

DO - 10.1021/ol8020463

M3 - 学術論文

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AN - SCOPUS:58149149656

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JO - Organic Letters

JF - Organic Letters

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ER -

Iodocyclization of ethoxyethyl ethers to alkynes: A broadly applicable synthesis of 3-iodobenzo[b]furans

Abstract

ASJC Scopus subject areas

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