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构建多取代 1,2-二氢萘并[2,1-b]呋喃及其有氧氧化芳构化的方法。

Approach to construct polysubstituted 1,2-dihydronaphtho[2,1-b]furans and their aerobic oxidative aromatization.

机构信息

Key Laboratory of Eco-Environment-Related Polymer Materials Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, China.

出版信息

J Org Chem. 2012 Sep 21;77(18):8310-6. doi: 10.1021/jo300827s. Epub 2012 Sep 10.

DOI:10.1021/jo300827s
PMID:22934969
Abstract

Triarylaminium salt was disclosed as an efficient initiator for the novel Friedel-Crafts alkylation/annulation cascade reaction between chalcone epoxides and 2-naphthols to construct polysubstituted 1,2-dihydronaphtho[2,1-b]furans. The DDQ/NaNO(2)/O(2) catalytic system was first applied to the aerobic oxidative aromatization of heterocycles, and a simple and efficient one-pot tandem FC alkylation/annulation/aerobic oxidative aromatization procedure was also developed for the synthesis of complex naphtho[2,1-b]furans.

摘要

三芳基鏻盐被披露为一种有效的引发剂,用于新型 Friedel-Crafts 烷基化/环化级联反应,该反应在查尔酮环氧化物和 2-萘酚之间进行,以构建多取代的 1,2-二氢萘并[2,1-b]呋喃。DDQ/NaNO2/O2 催化体系首次应用于杂环的有氧氧化芳构化,并且还开发了一种简单有效的一锅串联 FC 烷基化/环化/有氧氧化芳构化程序,用于合成复杂的萘并[2,1-b]呋喃。

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