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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)

Journal of Flow Chemistry
Volume/Issue:
Volume 2: Issue 4
DOI:
https://doi.org/10.1556/jfc-d-12-00015
Authors: Farman Ullah, Qin Zang, Salim Javed, Aihua Zhou, Christopher A. Knudtson, Danse Bi, Paul R. Hanson, and Michael G. Organ

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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Highlights from the Flow Chemistry Literature 2011 (Part 2)

Journal of Flow Chemistry
Volume/Issue:
Volume 1: Issue 2
DOI:
https://doi.org/10.1556/jfchem.2011.00018
Author: Toma N. Glasnov

glycosylation of 3-deoxy-d-manno-2-octulosonic acid with batch and microfluidic methods ” A. Shimoyama , Y. Fujimoto , K. Fukase Synlett 2011 , 2359 – 2362 . “ Application of a double aza-Michael reaction in a ‘Click, Click, Cy

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