Metal-Free Oxidative Annulation of 2‑Naphthols with Terminal Alkynes Affording 2‑Arylnaphtho[2,1-b]furans

For the first time, the selective oxidative transformation of 2-naphthols with terminal alkynes is disclosed, which enables the straightforward synthesis of 2-arylnaphtho­[2,1-b]­furans in satisfactory yields under metal-free conditions. Mechanistic study suggests that the reaction proceeds via free...

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Veröffentlicht in:Organic letters 2016-07, Vol.18 (13), p.3138-3141
Hauptverfasser: Liu, Long, Ji, Xuyu, Dong, Jianyu, Zhou, Yongbo, Yin, Shuang-Feng
Format: Artikel
Sprache:eng
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Zusammenfassung:For the first time, the selective oxidative transformation of 2-naphthols with terminal alkynes is disclosed, which enables the straightforward synthesis of 2-arylnaphtho­[2,1-b]­furans in satisfactory yields under metal-free conditions. Mechanistic study suggests that the reaction proceeds via free-radical-mediated sp2-C–H bond activation, C–C coupling, and C–O cyclization.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b01352