Issue 15, 2016
From the journal:

Green Chemistry

A metal-free transformation of alkynes to carbonyls directed by remote OH group†

Dao-Qian Chen,a   Chun-Huan Guo,a   Heng-Rui Zhang,a   Dong-Po Jin,a   Xue-Song Li,a   Pin Gao,b   Xin-Xing Wu,a   Xue-Yuan Liu*a  and  Yong-Min Lianga  

* Corresponding authors

a State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China
E-mail: liuxuey@lzu.edu.cn

b Department of Chemistry, School of Science and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University, Xi'an 710049, China

Abstract

A remote OH group-directed metal-free transformation of alkynes to carbonyl compounds has been developed. Using only HOAc and EtOH solvent, this reaction elegantly converts alkynes into valuable ketones by remote hydroxyl group activation. Through comparison and isotope labeling experiments, it was confirmed that the process operates via a hydration reaction involving an acetic acid molecule, instead of a water molecule.

Graphical abstract: A metal-free transformation of alkynes to carbonyls directed by remote OH group

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C6GC01141A
Article type
Communication
Submitted
22 Apr 2016
Accepted
20 Jun 2016
First published
21 Jun 2016

Green Chem., 2016,18, 4176-4180

Author version available

Download author version (PDF)

Permissions

Request permissions

A metal-free transformation of alkynes to carbonyls directed by remote OH group

D. Chen, C. Guo, H. Zhang, D. Jin, X. Li, P. Gao, X. Wu, X. Liu and Y. Liang, Green Chem., 2016, 18, 4176 DOI: 10.1039/C6GC01141A

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