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CC BY-NC-ND 4.0 · SynOpen 2022; 06(03): 164-172
DOI: 10.1055/a-1866-4653
paper

Concise One-Pot Multicomponent Reaction Approach to Mono­fluo­rinated Spiro-pyrazole-pyridine Derivatives without Additional Catalyst

Ying Liu
a   Department of Chemistry, School of Science, Shanghai University, No. 99, Shangda Road, Shanghai 200444, P. R. of China
,
Yiping Zhang
a   Department of Chemistry, School of Science, Shanghai University, No. 99, Shangda Road, Shanghai 200444, P. R. of China
,
Yingkai Zhou
a   Department of Chemistry, School of Science, Shanghai University, No. 99, Shangda Road, Shanghai 200444, P. R. of China
,
Min Zhang
a   Department of Chemistry, School of Science, Shanghai University, No. 99, Shangda Road, Shanghai 200444, P. R. of China
,
Hongmei Deng
c   Laboratory for Microstructures, Shanghai University, Shanghai 200444, P. R. of China
,
Liping Song  ∗
a   Department of Chemistry, School of Science, Shanghai University, No. 99, Shangda Road, Shanghai 200444, P. R. of China
b   Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. of China
› Author AffiliationsThe authors thank the Data Center of Management Science, National Natural Science Foundation of China - Peking University (NNSFC, Grant No. 21272153), and also the Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences for financial support.
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Abstract

Monofluorinated bis-heterocyclic spirocycles: functionalized ethyl 9-fluoro-8-methyl-1,4-dioxo-2,3,6,10-tetraphenyl-2,3,7-triazaspiro[4.5]dec-7-ene-9-carboxylate derivatives were efficiently synthesized from readily available 1,2-diphenylpyrazolidine-3,5-dione, ethyl 2-fluoroacetoacetate, aromatic aldehydes, and ammonium acetate via one-pot four-component reactions in the absence of additional catalyst. In the protocols, ammonium acetate serves not only as the fourth component but also as the catalyst.

Key words

one-pot multicomponent reaction - ethyl 2-fluoroacetoacetate - 1,2-diphenylpyrazolidine-3,5-dione - fluorinated spiro-pyrazole-pyridine derivatives

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/a-1866-4653.
  • Supporting Information


Publication History

Received: 18 April 2022

Accepted after revision: 16 May 2022

Accepted Manuscript online:
01 June 2022

Article published online:
02 August 2022

© 2022. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)

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