Organocatalytic formal [3+3] cyclization of α-(6-indolyl) propargylic alcohols

被引:5
|
作者
Yue, Zhibin [1 ]
Wang, Ziyang [1 ]
Zhang, Yunfeng [2 ]
Chen, Xuling [3 ,4 ]
Li, Pengfei [3 ,4 ]
Li, Wenjun [1 ]
机构
[1] Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Peoples R China
[2] Qingdao Municipal Hosp, Dept Orthoped, Qingdao 266011, Peoples R China
[3] Southern Univ Sci & Technol SUSTech, Shenzhen Grubbs Inst, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China
[4] Southern Univ Sci & Technol SUSTech, Dept Chem, Shenzhen 518055, Peoples R China
关键词
COUMARINS; ANNULATION; EFFICIENT; 4-HYDROXYCOUMARINS; PYRANOCOUMARINS; STRATEGIES; ACCESS; WATER;
D O I
10.1039/d2ob01206e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
With the aid of acetic acid, a 1,10-conjugate addition-mediated formal [3 + 3] cyclization of alkynyl indole imine methides formed in situ from alpha-(6-indolyl) propargylic alcohols with 1,3-dicarbonyl compounds such as 4-hydroxycoumarins and cyclohexane-1,3-diones was developed, which provided robust access to a wide range of pyranocoumarin and pyran derivatives containing an indole skeleton with high efficiency under mild conditions.
引用
收藏
页码:6334 / 6338
页数:5
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