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  • 1 Department of Chemistry, York University, 4700 Keele Street, Toronto, ON, M3J 1P3, Canada
  • 2 Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS, 66045-7582, USA
  • 3 Center for Chemical Methodologies and Library Development at the University of Kansas (KU-CMLD), 2034 Becker Drive, Delbert M. Shankel Structural Biology Center, Lawrence, KS, 66047-3761, USA
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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.

Supplementary Materials

    • Supplementary Material