Synthesis of 2 H -Chromenes via Unexpected [4 + 2] Annulation of Alkynyl Thioethers with o -Hydroxybenzyl Alcohols

A novel Brønsted acid-catalyzed reaction of alkynyl thioethers with -hydroxybenzyl alcohols via an unexpected formal [4 + 2] annulation has been developed. This metal-free protocol leads to the facile and practical synthesis of valuable polysubstituted 2 -chromenes in mostly good to excellent yields...

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Veröffentlicht in:Organic letters 2020-01, Vol.22 (2), p.648-652
Hauptverfasser: Bu, Hao-Zhen, Li, Hang-Hao, Luo, Wen-Feng, Luo, Chen, Qian, Peng-Cheng, Ye, Long-Wu
Format: Artikel
Sprache:eng
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Zusammenfassung:A novel Brønsted acid-catalyzed reaction of alkynyl thioethers with -hydroxybenzyl alcohols via an unexpected formal [4 + 2] annulation has been developed. This metal-free protocol leads to the facile and practical synthesis of valuable polysubstituted 2 -chromenes in mostly good to excellent yields under mild reaction conditions and features a wide substrate scope and excellent functional group tolerance.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b04421