Ynamides enabled 6-, 7-, and 8-endo-dig iodocyclization of ethoxyethyl ethers: rapid construction of medium-sized oxacycles at room temperature

Takashi Okitsu; Akihiro Namura; Shinji Kondo; Shoya Tada; Marina Yanagida; Akimori Wada

doi:10.1039/d0qo00153h

Ynamides enabled 6-, 7-, and 8-endo-dig iodocyclization of ethoxyethyl ethers: rapid construction of medium-sized oxacycles at room temperature

Takashi Okitsu^*, Akihiro Namura, Shinji Kondo, Shoya Tada, Marina Yanagida, Akimori Wada

^*Corresponding author for this work

Synthetic and Biomolecular Organic Chemistry

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

20 Scopus citations

Abstract

Iodocyclization of ethoxyethyl ethers to ynamides was developed to form six, seven-, and eight-membered cyclic ethers. These reactions reached completion within short reaction times (3 s to 3 h) at room temperature, and the cyclized products were obtained in good to quantitative yields. This is the first report of the construction of medium-sized oxacycles resulting from the iodocyclization of ynamides.

Original language	English
Pages (from-to)	879-884
Number of pages	6
Journal	Organic Chemistry Frontiers
Volume	7
Issue number	6
DOIs	https://doi.org/10.1039/d0qo00153h
State	Published - 2020/03/21

ASJC Scopus subject areas

Organic Chemistry

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10.1039/d0qo00153h

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title = "Ynamides enabled 6-, 7-, and 8-endo-dig iodocyclization of ethoxyethyl ethers: rapid construction of medium-sized oxacycles at room temperature",

abstract = "Iodocyclization of ethoxyethyl ethers to ynamides was developed to form six, seven-, and eight-membered cyclic ethers. These reactions reached completion within short reaction times (3 s to 3 h) at room temperature, and the cyclized products were obtained in good to quantitative yields. This is the first report of the construction of medium-sized oxacycles resulting from the iodocyclization of ynamides.",

author = "Takashi Okitsu and Akihiro Namura and Shinji Kondo and Shoya Tada and Marina Yanagida and Akimori Wada",

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T1 - Ynamides enabled 6-, 7-, and 8-endo-dig iodocyclization of ethoxyethyl ethers: rapid construction of medium-sized oxacycles at room temperature

AU - Okitsu, Takashi

AU - Namura, Akihiro

AU - Kondo, Shinji

AU - Tada, Shoya

AU - Yanagida, Marina

AU - Wada, Akimori

PY - 2020/3/21

Y1 - 2020/3/21

N2 - Iodocyclization of ethoxyethyl ethers to ynamides was developed to form six, seven-, and eight-membered cyclic ethers. These reactions reached completion within short reaction times (3 s to 3 h) at room temperature, and the cyclized products were obtained in good to quantitative yields. This is the first report of the construction of medium-sized oxacycles resulting from the iodocyclization of ynamides.

AB - Iodocyclization of ethoxyethyl ethers to ynamides was developed to form six, seven-, and eight-membered cyclic ethers. These reactions reached completion within short reaction times (3 s to 3 h) at room temperature, and the cyclized products were obtained in good to quantitative yields. This is the first report of the construction of medium-sized oxacycles resulting from the iodocyclization of ynamides.

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U2 - 10.1039/d0qo00153h

DO - 10.1039/d0qo00153h

M3 - 学術論文

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SN - 2052-4110

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Ynamides enabled 6-, 7-, and 8-endo-dig iodocyclization of ethoxyethyl ethers: rapid construction of medium-sized oxacycles at room temperature

Abstract

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