A mild preparation of alkynes from alkenyl triflates

Xiaowen Yang; Dimin Wu; Zhaohong Lu; Hongbin Sun; Ang Li

doi:10.1039/C6OB00345A

A mild preparation of alkynes from alkenyl triflates

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

Author affiliations

* 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.

This article is part of the themed collection: New Talent

Supplementary files

Publication details

The article was received on 12 Feb 2016, accepted on 15 Mar 2016 and first published on 15 Mar 2016

Article type: Communication

DOI: 10.1039/C6OB00345A

Citation: 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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Organic & Biomolecular Chemistry

A mild preparation of alkynes from alkenyl triflates

Abstract

Supplementary files

Publication details

A mild preparation of alkynes from alkenyl triflates

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