Enantioselective synthesis of functionalized 1,4-dihydropyrazolo-[4′,3′:5,6]pyrano[2,3-b]quinolines through ferrocenyl-phosphine-catalyzed annulation of modified MBH carbonates and pyrazolones

Xiao Xiao; Bingxuan Shao; Jingyi Li; Zehui Yang; Yin-Jie Lu; Fei Ling; Weihui Zhong

doi:10.1039/D1CC00989C

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Enantioselective synthesis of functionalized 1,4-dihydropyrazolo-[4′,3′:5,6]pyrano[2,3-b]quinolines through ferrocenyl-phosphine-catalyzed annulation of modified MBH carbonates and pyrazolones†

Xiao Xiao,^ab Bingxuan Shao,^b Jingyi Li,^b Zehui Yang,

^b Yin-Jie Lu,^a Fei Ling

^b and Weihui Zhong

*^b

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* Corresponding authors

^a Institute of Pharmaceutical Science and Technology, Zhejiang University of Technology, Hangzhou 310014, People's Republic of China

^b College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, People's Republic of China

Abstract

An enantioselective synthesis of highly functionalized 1,4-dihydropyrazolo[4′,3′:5,6]pyrano[2,3-b]quinolines from modified MBH carbonates and pyrazolones via a chiral phosphine-mediated alkylation/annulation sequence has been realized. The chiral dihydropyrano[2,3-c]pyrazoles bearing bio-active condensed heterocycles were facilely formed in good chemical yields and with high to excellent enantioselectivity by utilizing low catalyst loading.

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Correction: Enantioselective synthesis of functionalized 1,4-dihydropyrazolo-[4′…

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DOI: https://doi.org/10.1039/D1CC00989C
Article type: Communication
Submitted: 22 Feb 2021
Accepted: 05 Apr 2021
First published: 06 Apr 2021

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Chem. Commun., 2021,57, 4690-4693

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Enantioselective synthesis of functionalized 1,4-dihydropyrazolo-[4′,3′:5,6]pyrano[2,3-b]quinolines through ferrocenyl-phosphine-catalyzed annulation of modified MBH carbonates and pyrazolones

X. Xiao, B. Shao, J. Li, Z. Yang, Y. Lu, F. Ling and W. Zhong, Chem. Commun., 2021, 57, 4690 DOI: 10.1039/D1CC00989C

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Chemical Communications

Enantioselective synthesis of functionalized 1,4-dihydropyrazolo-[4′,3′:5,6]pyrano[2,3-b]quinolines through ferrocenyl-phosphine-catalyzed annulation of modified MBH carbonates and pyrazolones†

Abstract

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Enantioselective synthesis of functionalized 1,4-dihydropyrazolo-[4′,3′:5,6]pyrano[2,3-b]quinolines through ferrocenyl-phosphine-catalyzed annulation of modified MBH carbonates and pyrazolones

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