Sequential one-pot synthesis of N-sulfonyl spiroaziridine oxindoles from spiroepoxy oxindoles-Reference-Cited by-同舟云学术

Sequential one-pot synthesis of N-sulfonyl spiroaziridine oxindoles from spiroepoxy oxindoles

Published:2021 Issue: Volume: Page:
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Biswas Anurag¹²³⁴⁵,Saleh SK Abu¹²³⁴,Hazra Atanu¹²³⁴^ORCID,Debnath Subhas Chandra⁵⁶⁷⁴,Hajra Saumen¹²³⁴^ORCID

Affiliation:

1. Centre of Biomedical Research

2. Sanjay Gandhi Post-Graduate Institute of Medical Sciences Campus

3. Lucknow 226014

4. India

5. University of Kalyani

6. Kalyani

7. Nadia

Abstract

A sequential one-pot direct strategy for N-sulfonyl spiroaziridine oxindoles has been developed from spiroepoxy oxindoles with excellent yields by regioselective amination of spiroepoxide and a subsequent ring enclosure reaction of amino alcohol.

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/2021/OB/D1OB00541C

Reference46 articles.

1. Aziridines: epoxides’ ugly cousins?

2. Aziridine alkaloids as potential therapeutic agents

3. B.Das and K.Damodar , in Heterocycles in Natural Product Synthesis , ed. K. C. Majumdar and S. K. Chattopadhyay , Wiley-VCH , Weinheim , 2011 , ch. 1, pp. 3–40

4. P. A. S.Lowden , Aziridine Natural Products − Discovery, Biological Activity and Biosynthesis . in Aziridines and Epoxides in Organic Synthesis , ed. A. K. Yudin , Wiley-VCH , Weinheim , 2006 , pp. 1–479

5. Chiral Aziridines—Their Synthesis and Use in Stereoselective Transformations

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