Synthesis of 5-Aryl-3(2H)-furanones Using Intramolecular Cyclization of Sulfonium Salts

被引:15
|
作者
Inagaki, Sho [1 ]
Saito, Kai [1 ]
Suto, Soichiro [1 ]
Aihara, Hiromi [1 ]
Sugawara, Aoi [1 ]
Tamura, Satoru [1 ]
Kawano, Tomikazu [1 ]
机构
[1] Iwate Med Univ, Sch Pharm, Dept Med & Organ Chem, Yahaba, Iwate 0283694, Japan
来源
JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 22期
关键词
BETA-DIKETONES; FACILE SYNTHESIS; 3(2H)-FURANONES; CONSTRUCTION; INHIBITORS; ARYLATION; KETONES; ESTERS; ROUTE;
D O I
10.1021/acs.joc.8b02153
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Base-induced intramolecular cyclization of novel (4-aryl-2,4-dioxobutyl)methylphenylsulfonium salts prepared from the commercially available 1-arylethanone by a cost-effective process is described in this paper. The reaction was completed within 10 min to produce a family of 2-unsubstituted S-aryl-3(2H)-furanones in excellent yield. This procedure is simple, and can be carried out under mild conditions and an ambient atmosphere.
引用
收藏
页码:13834 / 13846
页数:13
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