Synthesis of α-aminooxy amides through [3 + 3] cycloaddition and Sc(OTf)3-catalyzed double C–N bond cleavage in a one-pot reaction-Reference-Cited by-同舟云学术

Synthesis of α-aminooxy amides through [3 + 3] cycloaddition and Sc(OTf)3-catalyzed double C–N bond cleavage in a one-pot reaction

Published:2020 Issue:40 Volume:18 Page:8209-8218
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Luo Yan¹²³⁴⁵,Chen Chun-Hua¹²³⁴⁵,Zhu Fan¹²³⁴⁵,Mo Dong-Liang¹²³⁴⁵^ORCID

Affiliation:

1. State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources

2. Ministry of Science and Technology of China; School of Chemistry and Pharmaceutical Sciences

3. Guangxi Normal University

4. Guilin 541004

5. China

Abstract

A [3 + 3] cycloaddition and Sc(OTf)₃-catalyzed double C–N bond cleavage to synthesize various α-aminooxy amides bearing a quaternary carbon in one pot have been achieved from N-vinyl nitrones and α-bromohydroxamates.

Funder

National Natural Science Foundation of China

Guangxi Overseas High-level Talent “Hundred People Program”

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2020/OB/D0OB01788D

Reference55 articles.

1. Oxime Ethers of (E)-11-Isonitrosostrychnine as Highly Potent Glycine Receptor Antagonists

2. Development of N-Substituted Hydroxylamines as Efficient Nitroxyl (HNO) Donors

3. A Clickable Aminooxy Probe for Monitoring Cellular ADP-Ribosylation

4. Supramolecular Coordination-Directed Reversible Regulation of Protein Activities at Epigenetic DNA Marks

5. Copper(i)-catalyzed intermolecular cyanoarylation of alkenes: convenient access to α-alkylated arylacetonitriles

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