Dearomative Intramolecular Diels–Alder/Sulfur Extrusion Reaction of Thiophenes with Alkynes Using peri-Substituted Naphthalene as a Tether

Takashi Okitsu; Yoshiki Shinohara; Haoran Luo; Manabu Hatano; Takayuki Yakura

doi:10.1002/asia.202301031

Dearomative Intramolecular Diels–Alder/Sulfur Extrusion Reaction of Thiophenes with Alkynes Using peri-Substituted Naphthalene as a Tether

Takashi Okitsu^*
, Yoshiki Shinohara
, Haoran Luo
, Manabu Hatano
, Takayuki Yakura^*

^*この論文の責任著者

分子合成化学研究室

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

2 被引用数 (Scopus)

抄録

Dearomative intramolecular Diels–Alder/sulfur extrusion reaction of thiophenes with alkynes successfully afforded fluoranthenes in moderate to excellent yields. The proximity of both reactive sites fixed at the peri-position of naphthalene would play an important role in the progress of this reaction. Tri(o-tolyl)phosphine effectively suppressed the side reactions as a sulfur scavenger.

本文言語	英語
論文番号	e202301031
ジャーナル	Chemistry - An Asian Journal
巻	19
号	4
DOI	https://doi.org/10.1002/asia.202301031
出版ステータス	出版済み - 2024/02/16

ASJC Scopus 主題領域

生化学
化学一般
有機化学

文献へのアクセス

10.1002/asia.202301031

フィンガープリント

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引用スタイル

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abstract = "Dearomative intramolecular Diels–Alder/sulfur extrusion reaction of thiophenes with alkynes successfully afforded fluoranthenes in moderate to excellent yields. The proximity of both reactive sites fixed at the peri-position of naphthalene would play an important role in the progress of this reaction. Tri(o-tolyl)phosphine effectively suppressed the side reactions as a sulfur scavenger.",

keywords = "alkyne, dearomatization, Diels–Alder, fluoranthene, thiophene",

author = "Takashi Okitsu and Yoshiki Shinohara and Haoran Luo and Manabu Hatano and Takayuki Yakura",

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AU - Okitsu, Takashi

AU - Shinohara, Yoshiki

AU - Luo, Haoran

AU - Hatano, Manabu

AU - Yakura, Takayuki

PY - 2024/2/16

Y1 - 2024/2/16

N2 - Dearomative intramolecular Diels–Alder/sulfur extrusion reaction of thiophenes with alkynes successfully afforded fluoranthenes in moderate to excellent yields. The proximity of both reactive sites fixed at the peri-position of naphthalene would play an important role in the progress of this reaction. Tri(o-tolyl)phosphine effectively suppressed the side reactions as a sulfur scavenger.

AB - Dearomative intramolecular Diels–Alder/sulfur extrusion reaction of thiophenes with alkynes successfully afforded fluoranthenes in moderate to excellent yields. The proximity of both reactive sites fixed at the peri-position of naphthalene would play an important role in the progress of this reaction. Tri(o-tolyl)phosphine effectively suppressed the side reactions as a sulfur scavenger.

KW - alkyne

KW - dearomatization

KW - Diels–Alder

KW - fluoranthene

KW - thiophene

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DO - 10.1002/asia.202301031

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