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Synthesis 2018; 50(23): 4668-4682
DOI: 10.1055/s-0037-1609563
DOI: 10.1055/s-0037-1609563
paper
N-Heterocycle-Triggered MCRs: An Approach to the Concise Synthesis of Perfluoroalkylated Spiro-1,3-oxazines
The authors are grateful to the National Natural Science Foundation of China (NSFC) (Grant No. 21672138, 21542005, 21272152) for the financial support.Further Information
Publication History
Received: 07 May 2018
Accepted after revision: 29 June 2018
Publication Date:
08 August 2018 (online)
Abstract
Multicomponent reactions involving methyl perfluoroalk-2-ynoates initiated by N-heterocycles (quinoline, isoquinoline, and benzothiazole) in the presence of isatins and diaryl 1,2-diketones allowed efficient access to trifluoromethyl- or other perfluoroalkyl-substituted spiro-1,3-oxazine derivatives. This facile transformation is regioselective and proceeded smoothly through a 1,4-dipolar intermediate under mild conditions, affording the products in good to excellent yields.
Key words
multicomponent reaction (MCR) - N-heterocycle - 1,4-dipole - perfluoroalkyl-substituted - spiro-oxazino derivativesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1609563.
- Supporting Information
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