Synthesis of substituted azulenes via Pt(II)-Catalyzed ring-expanding cycloisomerization

Kazuteru Usui; Kensuke Tanoue; Kosuke Yamamoto; Takashi Shimizu; Hiroshi Suemune

doi:10.1021/ol502270q

Synthesis of substituted azulenes via Pt(II)-Catalyzed ring-expanding cycloisomerization

Kazuteru Usui, Kensuke Tanoue, Kosuke Yamamoto, Takashi Shimizu, Hiroshi Suemune

Chemo-Pharmaceutical Sciences

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

25 Citations (Scopus)

Abstract

Substituted azulenes, valuable structures for electronic devices and pharmaceuticals, have been synthesized by the platinum(II)-catalyzed intramolecular ring-expanding cycloisomerization of 1-en-3-yne with ortho-disubstituted benzene. This novel method provides an alternative route for the efficient synthesis of substituted azulenes. The reaction mechanism of selected catalytic transformations was explored using density functional calculations.

Original language	English
Pages (from-to)	4662-4665
Number of pages	4
Journal	Organic letters
Volume	16
Issue number	17
DOIs	https://doi.org/10.1021/ol502270q
Publication status	Published - Sept 5 2014

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol502270q

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abstract = "Substituted azulenes, valuable structures for electronic devices and pharmaceuticals, have been synthesized by the platinum(II)-catalyzed intramolecular ring-expanding cycloisomerization of 1-en-3-yne with ortho-disubstituted benzene. This novel method provides an alternative route for the efficient synthesis of substituted azulenes. The reaction mechanism of selected catalytic transformations was explored using density functional calculations.",

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AU - Usui, Kazuteru

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AU - Yamamoto, Kosuke

AU - Shimizu, Takashi

AU - Suemune, Hiroshi

PY - 2014/9/5

Y1 - 2014/9/5

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AB - Substituted azulenes, valuable structures for electronic devices and pharmaceuticals, have been synthesized by the platinum(II)-catalyzed intramolecular ring-expanding cycloisomerization of 1-en-3-yne with ortho-disubstituted benzene. This novel method provides an alternative route for the efficient synthesis of substituted azulenes. The reaction mechanism of selected catalytic transformations was explored using density functional calculations.

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Synthesis of substituted azulenes via Pt(II)-Catalyzed ring-expanding cycloisomerization

Abstract

All Science Journal Classification (ASJC) codes

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