Electrochemical Synthesis of 1‑Naphthols by Intermolecular Annulation of Alkynes with 1,3-Dicarbonyl Compounds

C-centered radical cyclization under electrochemical conditions is a feasible strategy for constructing cyclic structures. Reported herein is the electrochemical synthesis of highly functionalized 1-naphthols using alkynes and 1,3-dicarbonyl compounds by (4 + 2) annulation of C-centered radical. Ele...

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Veröffentlicht in:Organic letters 2020-01, Vol.22 (2), p.724-728
Hauptverfasser: He, Mu-Xue, Mo, Zu-Yu, Wang, Zi-Qiang, Cheng, Shi-Yan, Xie, Ren-Ren, Tang, Hai-Tao, Pan, Ying-Ming
Format: Artikel
Sprache:eng
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Zusammenfassung:C-centered radical cyclization under electrochemical conditions is a feasible strategy for constructing cyclic structures. Reported herein is the electrochemical synthesis of highly functionalized 1-naphthols using alkynes and 1,3-dicarbonyl compounds by (4 + 2) annulation of C-centered radical. Electrolysis was conducted with Cp2Fe as redox catalyst, thereby eliminating the use of oxidants and transition-metal catalysts. The synthesized 1-naphthol compounds showed good antitumor activity in vitro, and further studies indicated that compound 3bl induced tumor cell apoptosis.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b04549