Issue 53, 2020
From the journal:

Chemical Communications

Bifunctional phosphine ligand-enabled gold-catalyzed direct cycloisomerization of alkynyl ketones to 2,5-disubstituted furans†

Xiaojun Hu,a   Bingwei Zhou,a   Hongwei Jin,a   Yunkui Liu ORCID logo *ab  and  Liming Zhang ORCID logo *b  

* Corresponding authors

a State Key Laboratory Breeding Base of Green Chemistry – Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, P. R. China
E-mail: ykuiliu@zjut.edu.cn

b Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, USA
E-mail: zhang@chem.ucsb.edu

Abstract

An efficient synthesis of 2,5-disubstituted furans directly from alkynyl ketones has been developed via tandem gold(I)-catalyzed isomerization of alkynyl ketones to allenyl ketones and cycloisomerization. The key to the success of this chemistry is the use of a biphenyl-2-ylphosphine ligand featuring a critical remote tertiary amino group.

Graphical abstract: Bifunctional phosphine ligand-enabled gold-catalyzed direct cycloisomerization of alkynyl ketones to 2,5-disubstituted furans

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Article information

DOI
https://doi.org/10.1039/D0CC01238F
Article type
Communication
Submitted
17 Feb 2020
Accepted
19 May 2020
First published
26 May 2020

Chem. Commun., 2020,56, 7297-7300

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Bifunctional phosphine ligand-enabled gold-catalyzed direct cycloisomerization of alkynyl ketones to 2,5-disubstituted furans

X. Hu, B. Zhou, H. Jin, Y. Liu and L. Zhang, Chem. Commun., 2020, 56, 7297 DOI: 10.1039/D0CC01238F

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