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

Kang, Shengfu
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Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China

Liu, Xiaohong
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Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China

Zhang, Yi
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Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China

Fang, Fang
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机构:
Southern Univ Sci & Technol SUSTech, Coll Sci, Guangming Adv Res Inst, Dept Chem,Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China

Li, Wenjun
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Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China

Li, Pengfei
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Southern Univ Sci & Technol SUSTech, Coll Sci, Guangming Adv Res Inst, Dept Chem,Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China
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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