Organocatalytic enantioselective aza-Friedel–Crafts reaction between benzothiazolimines and 2-naphthols for the preparation of chiral 2′-aminobenzothiazolomethyl naphthols. Issue 35 (25th August 2021)

• Record Type: Journal Article
• Authors: Li, Chen-Yi; Xiang, Min; Zhang, Jian; Li, Wen-Sheng; Zou, Ying; Tian, Fang; Wang, Li-Xin
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 35(2021)
• Page Start: 7690
• Page End: 7694
• Publication Date: 2021-08-25
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob01443a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : An organocatalytic enantioselective aza-Friedel–Crafts reaction between 2-naphthols and benzothiazolimines has been developed, and a series of chiral 2′-aminobenzothiazolomethyl naphthols have been prepared under mild conditions. Abstract : 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.