Synthesis of hexa(furan-2-yl)benzenes and their π-extended derivatives

Koichi Mitsudo; Jyunji Harada; Yo Tanaka; Hiroki Mandai; Chie Nishioka; Hideo Tanaka; Atsushi Wakamiya; Yasujiro Murata; Seiji Suga

doi:10.1021/jo302652r

Synthesis of hexa(furan-2-yl)benzenes and their π-extended derivatives

Koichi Mitsudo, Jyunji Harada, Yo Tanaka, Hiroki Mandai, Chie Nishioka, Hideo Tanaka, Atsushi Wakamiya, Yasujiro Murata, Seiji Suga

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

22 Citations (Scopus)

Abstract

The first synthesis of hexa(furan-2-yl)benzene derivatives is described. The RhCl₃/i-Pr₂NEt-catalyzed cyclotrimerization of di(furan-2-yl)acetylenes was an effective method for constructing hexa(furan-2-yl)benzene derivatives in good yields. Their π-extended derivatives were also synthesized by Suzuki-Miyaura coupling between hexakis(5-Bpinfuran-2-yl)benzene (Bpin = (pinacolato)boryl) and several aryl iodides.

Original language	English
Pages (from-to)	2763-2768
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	78
Issue number	6
DOIs	https://doi.org/10.1021/jo302652r
Publication status	Published - Mar 15 2013

ASJC Scopus subject areas

Organic Chemistry

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title = "Synthesis of hexa(furan-2-yl)benzenes and their π-extended derivatives",

abstract = "The first synthesis of hexa(furan-2-yl)benzene derivatives is described. The RhCl3/i-Pr2NEt-catalyzed cyclotrimerization of di(furan-2-yl)acetylenes was an effective method for constructing hexa(furan-2-yl)benzene derivatives in good yields. Their π-extended derivatives were also synthesized by Suzuki-Miyaura coupling between hexakis(5-Bpinfuran-2-yl)benzene (Bpin = (pinacolato)boryl) and several aryl iodides.",

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T1 - Synthesis of hexa(furan-2-yl)benzenes and their π-extended derivatives

AU - Mitsudo, Koichi

AU - Harada, Jyunji

AU - Tanaka, Yo

AU - Mandai, Hiroki

AU - Nishioka, Chie

AU - Tanaka, Hideo

AU - Wakamiya, Atsushi

AU - Murata, Yasujiro

AU - Suga, Seiji

PY - 2013/3/15

Y1 - 2013/3/15

N2 - The first synthesis of hexa(furan-2-yl)benzene derivatives is described. The RhCl3/i-Pr2NEt-catalyzed cyclotrimerization of di(furan-2-yl)acetylenes was an effective method for constructing hexa(furan-2-yl)benzene derivatives in good yields. Their π-extended derivatives were also synthesized by Suzuki-Miyaura coupling between hexakis(5-Bpinfuran-2-yl)benzene (Bpin = (pinacolato)boryl) and several aryl iodides.

AB - The first synthesis of hexa(furan-2-yl)benzene derivatives is described. The RhCl3/i-Pr2NEt-catalyzed cyclotrimerization of di(furan-2-yl)acetylenes was an effective method for constructing hexa(furan-2-yl)benzene derivatives in good yields. Their π-extended derivatives were also synthesized by Suzuki-Miyaura coupling between hexakis(5-Bpinfuran-2-yl)benzene (Bpin = (pinacolato)boryl) and several aryl iodides.

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JO - Journal of Organic Chemistry

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Synthesis of hexa(furan-2-yl)benzenes and their π-extended derivatives

Abstract

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