Issue 24, 2016
From the journal:

Organic & Biomolecular Chemistry

A mild preparation of alkynes from alkenyl triflates†

Xiaowen Yang,‡ab   Dimin Wu,‡b   Zhaohong Lu,b   Hongbin Sun*a  and  Ang Li*b  

* Corresponding authors

a Jiangsu Key Laboratory of Drug Discovery for Metabolic Disease and State Key Laboratory of Natural Medicines, China Pharmaceutical University, 24 Tongjia Xiang, Nanjing 210009, China
E-mail: hbsun2000@yahoo.com, hongbinsun@cpu.edu.cn

b State Key Laboratory of Bioorganic and Natural Products Chemistry, Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: ali@sioc.ac.cn

Abstract

We report herein a protocol for preparing alkynes from alkenyl triflates. Stoichiometric LiCl promotes this transformation in DMF at ambient temperature. A range of terminal and internal alkynes were obtained smoothly. A one-pot procedure of alkyne formation/Cu-mediated Huisgen cycloaddition was developed, which may find use in synthesizing natural product-based probes.

Graphical abstract: A mild preparation of alkynes from alkenyl triflates

  • This article is part of the themed collection: New Talent
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Article information

DOI
https://doi.org/10.1039/C6OB00345A
Article type
Communication
Submitted
12 Feb 2016
Accepted
15 Mar 2016
First published
15 Mar 2016

Org. Biomol. Chem., 2016,14, 5591-5594

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A mild preparation of alkynes from alkenyl triflates

X. Yang, D. Wu, Z. Lu, H. Sun and A. Li, Org. Biomol. Chem., 2016, 14, 5591 DOI: 10.1039/C6OB00345A

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