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

Xiaojun Hu¹, Bingwei Zhou¹, Hongwei Jin¹, Yunkui Liu², Liming Zhang³

Affiliations

¹ State Key Laboratory Breeding Base of Green Chemistry - Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, P. R. China. ykuiliu@zjut.edu.cn.
² State Key Laboratory Breeding Base of Green Chemistry - Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, P. R. China. ykuiliu@zjut.edu.cn and Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, USA. zhang@chem.ucsb.edu.
³ Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, USA. zhang@chem.ucsb.edu.

PMID: 32478356
DOI: 10.1039/d0cc01238f

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

Xiaojun Hu et al. Chem Commun (Camb). 2020.

. 2020 Jul 2;56(53):7297-7300.

doi: 10.1039/d0cc01238f.

Authors

Xiaojun Hu¹, Bingwei Zhou¹, Hongwei Jin¹, Yunkui Liu², Liming Zhang³

Affiliations

¹ State Key Laboratory Breeding Base of Green Chemistry - Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, P. R. China. ykuiliu@zjut.edu.cn.
² State Key Laboratory Breeding Base of Green Chemistry - Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, P. R. China. ykuiliu@zjut.edu.cn and Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, USA. zhang@chem.ucsb.edu.
³ Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, USA. zhang@chem.ucsb.edu.

PMID: 32478356
DOI: 10.1039/d0cc01238f

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.

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

Affiliations

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

Authors

Affiliations

Abstract

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