Brønsted Acid-Catalyzed Tandem Double Friedel-Crafts Alkylation to Construct a Dihydrophenalene Skeleton Bearing an All-Carbon Quaternary Center

被引：1
|
作者：
Ouyang, Mingjing [1 ]
Yuan, Min [1 ]
Li, Jinwei [1 ]
Yang, Wen [1 ]
机构：
[1] Hunan Univ, Coll Chem & Chem Engn, Adv Catalyt Engn Res Ctr, Minist Educ, Changsha 410082, Hunan, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 89卷 / 01期
基金：
中国国家自然科学基金;
关键词：
LIGHT; PHYTOALEXINS; LUMINESCENCE; PHENALENYL; INDOLES; ESTERS;
D O I：
10.1021/acs.joc.3c02310
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient Br & oslash;nsted acid-catalyzed tandem reaction has been developed for the construction of a dihydrophenalene skeleton bearing an all-carbon quaternary center. Starting with 2-naphthol-tethered ketones and indoles, the tandem reaction catalyzed by TsOH monohydrate proceeded smoothly with good to excellent efficiency through a double Friedel-Crafts alkylation process. Moreover, the synthetic utility of this method was demonstrated by easy gram-scale preparation and product transformations to fused hexacyclic compounds.
引用
收藏
页码：576 / 588
页数：13
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