Literature DB >> 24244871

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).

Farman Ullah1, Qin Zang, Salim Javed, Aihua Zhou, Christopher A Knudtson, Danse Bi, Paul R Hanson, 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.

Entities:  

Keywords:  1,2,5-thiadiazepane 1,1-dioxide library; MACOS; double aza-Michael; sultams

Year:  2012        PMID： 24244871      PMCID： PMC3827364          DOI： 10.1556/JFC-D-12-00015

Source DB:  PubMed          Journal:  J Flow Chem        ISSN： 2062-249X            Impact factor:   2.786


  32 in total

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7.  Accessing Stereochemically Rich Sultams via Microwave-Assisted, Continuous Flow Organic Synthesis (MACOS) Scale-out.

Authors:  Michael G Organ; Paul R Hanson; Alan Rolfe; Thiwanka B Samarakoon; Farman Ullah
Journal:  J Flow Chem       Date:  2011-08       Impact factor: 2.786

8.  Application of a Double Aza-Michael Reaction in a 'Click, Click, Cy-Click' Strategy: From Bench to Flow.

Authors:  Qin Zang; Salim Javed; Farman Ullah; Aihua Zhou; Christopher A Knudtson; Danse Bi; Fatima Z Basha; Michael G Organ; Paul R Hanson
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