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

CHEMISTRY-AN ASIAN JOURNAL(2024)

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摘要
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.
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关键词
Diels-Alder,dearomatization,thiophene,alkyne,fluoranthene
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