Enantioselective synthesis of tetrahydrofuran spirooxindoles <i>via</i> domino oxa-Michael/Michael addition reaction using a bifunctional squaramide catalyst-Reference-Cited by-同舟云学术

Enantioselective synthesis of tetrahydrofuran spirooxindoles via domino oxa-Michael/Michael addition reaction using a bifunctional squaramide catalyst

Published:2022 Issue:20 Volume:20 Page:4155-4160
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Shukla Khyati¹,Khushboo ¹,Mahto Pratibha¹,Singh Vinod K.¹^ORCID

Affiliation:

1. Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur-208 016, India

Abstract

An efficient one-pot approach for the enantioselective synthesis of tetrahydrofuran spirooxindoles via domino oxa-Michael/Michael addition reaction of γ-hydroxyenones to isatylidene malononitriles, using a cinchona derived bifunctional squaramide catalyst has been developed.

Funder

Science and Engineering Research Board

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/OB/D2OB00633B

Reference45 articles.

1. Development of Synthetic Methodologies via Catalytic Enantioselective Synthesis of 3,3-Disubstituted Oxindoles

2. Cytotoxic potential of dispirooxindolo/acenaphthoquino andrographolide derivatives against MCF-7 cell line

3. Catalytic asymmetric synthesis of spirooxindoles: recent developments

4. Antimycobacterial activity of spirooxindolo-pyrrolidine, pyrrolizine and pyrrolothiazole hybrids obtained by a three-component regio- and stereoselective 1,3-dipolar cycloaddition

5. Enantioselective methodologies for the synthesis of spiro compounds

Cited by 3 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Metal-Free Regioselective Oxa-Michael Approach to Access Spirooxindole-Fused Tetrahydrofuran/Tetrahydropyran through [3 + 2]/ [4 + 2] Spirocyclization of Methyleneindolinones with Haloalcohols;The Journal of Organic Chemistry;2024-06-24

2. Oxocarbon Acids and their Derivatives in Biological and Medicinal Chemistry;Current Medicinal Chemistry;2024-03

3. Enantioselective Synthesis of Diazobicyclic Oxadiazines via Organocatalytic [3+3]-Cycloaddition of γ-Hydroxy-α,β-Unsaturated Carbonyls with N,N′-Cyclic Azomethine Imines;Synthesis;2023-01-24