Organocatalytic enantioselective aza-Friedel-Crafts reaction between benzothiazolimines and 2-naphthols for the preparation of chiral 2′-aminobenzothiazolomethyl naphthols

被引：18
|
作者：
Li, Chen-Yi [1 ,2 ]
Xiang, Min [1 ,2 ]
Zhang, Jian [1 ,2 ]
Li, Wen-Sheng [1 ,2 ]
Zou, Ying [1 ,2 ]
Tian, Fang [1 ]
Wang, Li-Xin [1 ]
机构：
[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu 610041, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100039, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2021年 / 19卷 / 35期
关键词：
ISATIN-DERIVED KETIMINES; NONRACEMIC BETTI BASE; ONE-POT SYNTHESIS; ASYMMETRIC-SYNTHESIS; 4+2 CYCLIZATION; CONSTRUCTION; ALKYLATION; DERIVATIVES; EFFICIENT; INDOLES;
D O I：
10.1039/d1ob01443a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A bifunctional cinchona squaramide catalyzed enantioselective aza-Friedel-Crafts reaction between 2-naphthols and benzothiazolimines has been developed, and a series of chiral 2 '-aminobenzothiazolomethyl naphthols with potential antiproliferative and anthelmintic activities have been successfully and effectively prepared in good to excellent yields (up to 98%) with excellent enantioselectivities (up to >99% ee) even in a scale-up preparation under mild conditions.
引用
收藏
页码：7690 / 7694
页数：5
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