Authors:
Farman Ullah Department of Chemistry, York University, 4700 Keele Street, Toronto, ON, M3J 1P3, Canada
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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Qin Zang Department of Chemistry, York University, 4700 Keele Street, Toronto, ON, M3J 1P3, Canada
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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Salim Javed Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS, 66045-7582, USA
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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Aihua Zhou Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS, 66045-7582, USA
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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Christopher A. Knudtson Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS, 66045-7582, USA
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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Danse Bi Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS, 66045-7582, USA
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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Paul R. Hanson Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS, 66045-7582, USA
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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Michael G. Organ Department of Chemistry, York University, 4700 Keele Street, Toronto, ON, M3J 1P3, Canada
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.

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Journal of Flow Chemistry
Language English
Size A4
Year of
Foundation
2011
Volumes
per Year
1
Issues
per Year
4
Founder Áramlásos Kémiai Tudományos Társaság
Founder's
Address
H-1031 Budapest, Hungary Záhony utca 7.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11
Responsible
Publisher
Chief Executive Officer, Akadémiai Kiadó
ISSN 2062-249X (Print)
ISSN 2063-0212 (Online)