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Multicapillary Flow Reactor: Synthesis of 1,2,5-Thiadiazepane 1,1-Dioxide Library Utilizing One-Pot Elimination and Inter-/Intramolecular Double aza-Michael Addition Via Microwave-Assisted, Continuous-Flow Organic Synthesis (MACOS)
Ullah, Farman Zang, Qin Javed, Salim Zhou, Aihua Knudtson, Christopher Anton Bi, Danse Hanson, Paul R. Organ, Michael G.
Ullah, Farman
Zang, Qin
Javed, Salim
Zhou, Aihua
Knudtson, Christopher Anton
Bi, Danse
Hanson, Paul R.
Organ, Michael G.
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Abstract
A microwave-assisted, continuous-flow organic synthesis (MACOS) protocol for the synthesis of functionalized 1,2,5-thiadiazepane 1,1-dioxide library, utilizing a one-pot elimination and inter-/intramolecular double aza-Michael addition strategy is reported. The optimized protocol in MACOS was utilized for scale-out and further extended for library production using a multicapillary flow reactor. A 50-member library of 1,2,5-thiadiazepane 1,1-dioxides was prepared on a 100- to 300-mg scale with overall yields between 50 and 80% and over 90 % purity determined by proton nuclear magnetic resonance (1H-NMR) spectroscopy.
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Date
2012-12
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Publisher
Akadémiai Kiadó
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Research Projects
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Keywords
Double aza-Michael, MACOS, 1, 2, 5-thiadiazepane 1, 1-dioxide library, Sultams
Citation
Ullah, Farman et al. “Multicapillary Flow Reactor: Synthesis of 1,2,5-Thiadiazepane 1,1-Dioxide Library Utilizing One-Pot Elimination and Inter-/Intramolecular Double Aza-Michael Addition Via Microwave-Assisted, Continuous-Flow Organic Synthesis (MACOS).” Journal of flow chemistry 2.4 (2012): 10.1556/JFC–D–12–00015. PMC. Web. 5 Apr. 2017.