Construction of alkynyl and acyl disulfides directly through thiol-modification with<i>N</i>-alkynylthio phthalimides under acid catalysis-Reference-Cited by-同舟云学术

Construction of alkynyl and acyl disulfides directly through thiol-modification withN-alkynylthio phthalimides under acid catalysis

Published:2023 Issue:8 Volume:10 Page:2070-2074
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Xue Yao-Nan¹,Feng Kai¹,Tian Jun¹,Zhang Juan¹^ORCID,Chang Hong-Hong¹²,Gao Wen-Chao¹²^ORCID

Affiliation:

1. College of Biomedical Engineering, Taiyuan University of Technology, Taiyuan 030024, China

2. Shanxi Tihondan Pharmaceutical Technology Co. Ltd., Jinzhong 030600, China

Abstract

Acid-catalyzed disulfuration and rearrangement have been disclosed for the construction of alkynyl or acyl disulfides from thiols andN-alkynylthio phthalimides, enabling access to disulfide-modified thiodrugs, thiopeptides and thioglycosides.

Funder

Natural Science Foundation of Shanxi Province

National Natural Science Foundation of China

Program for the Scientific Activities of Selected Returned Overseas Professionals in Shaanxi Province

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/QO/D3QO00159H

Reference31 articles.

1. Sulfur–Sulfur Bond Construction

2. Multifaceted Roles of Disulfide Bonds. Peptides as Therapeutics

3. Formation of disulfide bonds in proteins and peptides

4. Disulfide conjugation chemistry: a mixed blessing for therapeutic drug delivery?

5. Ruthenium-Catalyzed Azide-Thioalkyne Cycloadditions in Aqueous Media: A Mild, Orthogonal, and Biocompatible Chemical Ligation

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