From the journal:

Organic & Biomolecular Chemistry

Synthesis of deuteriodifluoromethylthiolated isocoumarins-1-imines and isocoumarins enabled by multi-component reagents system (MCRS)†

Xuemin Li,a   Haofeng Shi,a   Jiaxin He,a   Jialiang Wu,a   Fengxia Sunb  and  Yunfei Du ORCID logo *a  

* Corresponding authors

a Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China
E-mail: duyunfeier@tju.edu.cn
Tel: +86-22-27406121

b Research Center for Chemical Safety & Security and Verification Technology & College of Chemical and Pharmaceutical Engineering, Hebei University of Science and Technology, Shijiazhuang 050018, China

Abstract

The combining use of BnSCF2D, mCPBA and Tf2O serves as an efficient multi-component reagents system (MCRS) for the synthesis of deuteriodifluoromethylthiolated isocoumarins-1-imines/isocoumarins via intramolecular cyclization/deuteriodifluoromethylthiolation of 2-alkynylbenzamides/2-alkynylbenzoates. The approach features the generation of the crucial reactive electrophilic sulfonium salt through a sequence process involving the oxidation of BnSCF2D by mCPBA followed by Tf2O promoted activation.

Graphical abstract: Synthesis of deuteriodifluoromethylthiolated isocoumarins-1-imines and isocoumarins enabled by multi-component reagents system (MCRS)

About
Cited by
Related
Download options Please wait...

Supplementary files

Transparent peer review

To support increased transparency, we offer authors the option to publish the peer review history alongside their article.

View this article’s peer review history

Article information

DOI
https://doi.org/10.1039/D4OB00328D
Article type
Communication
Submitted
29 Feb 2024
Accepted
19 Apr 2024
First published
19 Apr 2024

Org. Biomol. Chem., 2024, Advance Article

Permissions

Request permissions

Synthesis of deuteriodifluoromethylthiolated isocoumarins-1-imines and isocoumarins enabled by multi-component reagents system (MCRS)

X. Li, H. Shi, J. He, J. Wu, F. Sun and Y. Du, Org. Biomol. Chem., 2024, Advance Article , DOI: 10.1039/D4OB00328D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements