Rhodium(II)-Catalyzed Formal [4+1]-Cycloaddition of Pyridotriazoles and Propargyl Alcohols: Synthesis of 2,5-Dihydrofurans

被引:19
|
作者
Lv, Xinxin [1 ]
Yang, Haijian [1 ]
Shi, Taoda [1 ]
Xing, Dong [1 ]
Xu, Xinfang [2 ]
Hu, Wenhao [1 ,2 ]
机构
[1] East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Sch Chem & Chem Engn, 3663 North Zhongshan Rd, Shanghai 200062, Peoples R China
[2] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
关键词
4+1]-Cycloaddition; Pyridotriazoles; 2,5-Dihydrofuran; Oxonium ylide; Rhodium Carbene; CATALYZED DENITROGENATIVE TRANSANNULATION; ONE-POT SYNTHESIS; CARBENE INSERTION; DIAZOCARBONYL COMPOUNDS; CYCLOADDITION REACTIONS; COUPLING REACTIONS; DIAZO-COMPOUNDS; GOLD; REARRANGEMENT; CONSTRUCTION;
D O I
10.1002/adsc.201801497
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A rhodium-catalyzed formal [4 + 1]-cycloaddition of pyridotriazoles and aryl propargyl alcohols is reported, providing an effective access to 2-pyridyl-substituted 2,5-dihydrofuran derivatives in moderate to high yields. Mechanistically, the proposed oxonium ylide intermediate in this catalytic alkyne carbocyclization transformation is verified by an interception experiment for the first time.
引用
收藏
页码:1265 / 1270
页数:6
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