BiCl3-Mediated direct functionalization of unsaturated C–C bonds with an electrophilic SCF2PO(OEt)2 reagent

Jianjun Wang; Heng-Ying Xiong; Emilie Petit; Laëtitia Bailly; Xavier Pannecoucke; Thomas Poisson; Tatiana Besset

doi:10.1039/C9CC01851D

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

BiCl₃-Mediated direct functionalization of unsaturated C–C bonds with an electrophilic SCF₂PO(OEt)₂ reagent†

Jianjun Wang,

^a Heng-Ying Xiong,

^a Emilie Petit,^a Laëtitia Bailly,^a Xavier Pannecoucke,

^a Thomas Poisson

^ab and Tatiana Besset

*^a

Author affiliations

* Corresponding authors

^a Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France
E-mail: tatiana.besset@insa-rouen.fr

^b Institut Universitaire de France, 1 rue Descartes, 75231 Paris, France

Abstract

A transition metal-free approach was developed for the direct difunctionalization of disubstituted alkynes and terminal alkenes with concomitant formation of C–SCF₂PO(OEt)₂ and C–Cl bonds. The BiCl₃-mediated reaction offered access to high value-added functionalized scaffolds in a single operation under mild conditions. Extension to SCF₂PO(OEt)₂-containing alkynes was also studied.

This article is part of the themed collection: 2019 Emerging Investigators

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C9CC01851D
Article type: Communication
Submitted: 06 мар. 2019
Accepted: 25 мар. 2019
First published: 25 мар. 2019

Download Citation

Chem. Commun., 2019,55, 8784-8787

Permissions

Request permissions

BiCl₃-Mediated direct functionalization of unsaturated C–C bonds with an electrophilic SCF₂PO(OEt)₂ reagent

J. Wang, H. Xiong, E. Petit, L. Bailly, X. Pannecoucke, T. Poisson and T. Besset, Chem. Commun., 2019, 55, 8784 DOI: 10.1039/C9CC01851D

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.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Chemical Communications