A One-Pot Synthesis of Fluoro α-Acylamino Amide-Xanthates via an IMCR-Post Transformation Strategy †
Abstract
:1. Introduction
2. Results and Discussion
3. Experimental Section
3.1. General Information, Instrumentation, and Chemicals
3.2. Synthesis and Characterization of the Fluoro α-Acylamino Amide-Xanthates 10a–f
3.2.1. S-(2-((2-(tert-Butylamino)-2-oxo-1-(perfluorophenyl)ethyl)(4-methoxybenzyl)amino)-2-oxoethyl) O-ethyl carbonodithioate (10a)
3.2.2. S-(2-((2-(Cyclohexylamino)-2-oxo-1-(perfluorophenyl)ethyl)(4-methoxybenzyl)amino)-2-oxoethyl) O-ethyl carbonodithioate (10b)
3.2.3. S-(2-((2-((2,6-Dimethylphenyl)amino)-2-oxo-1-(perfluorophenyl)ethyl)(4-methoxybenzyl)amino)-2-oxoethyl) O-ethyl carbonodithioate (10c)
3.2.4. S-(2-((1-(4-Azido-2,3,5,6-tetrafluorophenyl)-2-(tert-butylamino)-2-oxoethyl)(4-methoxybenzyl)amino)-2-oxoethyl) O-ethyl carbonodithioate (10d)
3.2.5. S-(2-((1-(4-Azido-2,3,5,6-tetrafluorophenyl)-2-(cyclohexylamino)-2-oxoethyl)(4-methoxybenzyl)amino)-2-oxoethyl) O-ethyl carbonodithioate (10e)
3.2.6. S-(2-((1-(4-Azido-2,3,5,6-tetrafluorophenyl)-2-((2,6-dimethylphenyl)amino)-2-oxoethyl)(4-methoxybenzyl)amino)-2-oxoethyl) O-ethyl carbonodithioate e (10f)
4. Conclusions
Author Contributions
Institutional Review Board Statement
Informed Consent Statement
Acknowledgments
Conflicts of Interest
References
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Entry | Solvent c | Additive | T (°C) | Time | Yield (%) f |
---|---|---|---|---|---|
1 a | MeOH | --- | rt | 7 days | 72 |
2 a | MeOH | InCl3 d | rt | 3 h | 35 |
3 a | MeOH | InCl3 d | rt | 24 h | 66 |
4 a | MeOH | InCl3 d | 50 °C MW | 1 h | nd |
5 b | MeOH | InCl3 e | rt | 24 h | 75 |
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Rentería-Gómez, M.A.; Ibarra-Rivera, T.R.; Gámez-Montaño, R. A One-Pot Synthesis of Fluoro α-Acylamino Amide-Xanthates via an IMCR-Post Transformation Strategy. Chem. Proc. 2021, 3, 59. https://doi.org/10.3390/ecsoc-24-08421
Rentería-Gómez MA, Ibarra-Rivera TR, Gámez-Montaño R. A One-Pot Synthesis of Fluoro α-Acylamino Amide-Xanthates via an IMCR-Post Transformation Strategy. Chemistry Proceedings. 2021; 3(1):59. https://doi.org/10.3390/ecsoc-24-08421
Chicago/Turabian StyleRentería-Gómez, Manuel A., Tannya R. Ibarra-Rivera, and Rocío Gámez-Montaño. 2021. "A One-Pot Synthesis of Fluoro α-Acylamino Amide-Xanthates via an IMCR-Post Transformation Strategy" Chemistry Proceedings 3, no. 1: 59. https://doi.org/10.3390/ecsoc-24-08421