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Synthesis 2016; 48(20): 3527-3536
DOI: 10.1055/s-0035-1562433
DOI: 10.1055/s-0035-1562433
paper
A One-Pot, Multicomponent Synthesis of Trifluoromethylated Spiropiperidines under Catalyst-Free Conditions
Further Information
Publication History
Received: 11 March 2016
Accepted after revision: 03 May 2016
Publication Date:
28 June 2016 (online)
Abstract
A convenient, efficient, one-pot strategy for the synthesis of structurally diverse trifluoromethylated spirotetrahydropyridine-3-carboxylate derivatives is disclosed by taking advantage of a four-component reaction involving arylidene isoxazol-5-ones, aromatic aldehydes, ethyl 4,4,4-trifluoro-3-oxobutanoate and ammonium acetate. Additionally, a more consecutive approach to the same products is achieved via a one-pot, multicomponent reaction. The protocol allows easy access to trifluoromethylated spiroheterocycles in moderate to good yields under mild and catalyst-free conditions.
Key words
fluorinated heterocycles - Michael addition - spiropiperidines - catalyst-free - multicomponent reactionsSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1562433.
- Supporting Information
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