Organocatalytic Dearomatization of β-Naphthols through a 1,6-Conjugated Addition of Alkynyl 7-Methylene-7H-indoles Formed In Situ

被引:0
作者
Kang, Shengfu [1 ]
Liu, Xiaohong [1 ]
Zhang, Yi [1 ]
Fang, Fang [2 ]
Li, Wenjun [1 ]
Li, Pengfei [2 ]
机构
[1] Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China
[2] Southern Univ Sci & Technol SUSTech, Coll Sci, Guangming Adv Res Inst, Dept Chem,Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China
关键词
Addition; Allenes; Dearomatization; Indolylmethanol; Organocatalysis; CATALYTIC ASYMMETRIC DEAROMATIZATION; ENANTIOSELECTIVE SYNTHESIS; METAL CATALYSIS; ACID; CONSTRUCTION; ALLENES; REGIO;
D O I
10.1002/adsc.202401173
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Organocatalytic dearomatization of beta-naphthols has been achieved via a 1,6-conjugated addition of 2-naphthols to alkynyl 7-methylene-7H-indoles in situ generated from alpha-(7-indolyl)methanols. In the presence of racemic phosphoric acid, a series of tetrasubstituted allenes was obtained in high yields. Particularly, with the aid of chiral phosphoric acid, asymmetric dearomatization of beta-naphthols was investigated, affording axially chiral tetrasubstituted allenes with moderate enantioselectivity.
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页数:6
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