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

页码：7690 / 7694

页数：5

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