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Application of a Double Aza-Michael Reaction in a ‘Click, Click, Cy-Click’ Strategy: From Bench to Flow
Zang, Qin Javed, Salim Ullah, Farman Zhou, Aihua Knudtson, Christopher Anton Bi, Danse Basha, Fatima Z. Organ, Michael G. Hanson, Paul R.
Zang, Qin
Javed, Salim
Ullah, Farman
Zhou, Aihua
Knudtson, Christopher Anton
Bi, Danse
Basha, Fatima Z.
Organ, Michael G.
Hanson, Paul R.
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Abstract
The development of a ‘click, click, cy-click’ process utilizing a double aza-Michael reaction to generate functionalized 1,2,5-thiadiazepane 1,1-dioxides is reported. Optimization in flow, followed by scale out of the inter-/intramolecular double aza-Michael addition has also been realized using a microwave-assisted, continuous flow organic synthesis platform (MACOS). In addition, a facile one-pot, sequential strategy employing in situ Huisgen cycloaddition post-double aza-Michael has been accomplished, and is applicable to library synthesis.
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Date
2011-03-18
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Thieme Publishing
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javed_application.pdf
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Keywords
Double-aza-Michael, Click, MACOS, Flow, 1, 2, 5-thia-diazepane 1, 1-dioxides
Citation
Organ, Michael, Paul Hanson, Qin Zang, Salim Javed, Farman Ullah, Aihua Zhou, Christopher Knudtson, Danse Bi, and Fatima Basha. "Application of a Double Aza-Michael Reaction in a â Click, Click, Cy-Clickâ Strategy: From Bench to Flow." Synthesis 2011.17 (2011): 2743-750.