A Convergent Continuous Multistep Process for the Preparation of C4 -Oxime-Substituted Thiazoles
Published version
Peer-reviewed
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Repository DOI
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Abstract
We report a strategy designed for the rapid and convergent assembly of C4-oxime substituted thiazoles. Our approach relied on 3-bromo-2-oxopropanal O-methyl oxime 7 as a key building block. A three-step sequence to 7 was designed, which for safety concerns, could only be operated in batch mode on limited scales (<< 100g). We describe herein how we addressed such a limitation, by designing a multistep continuous synthesis of this intermediate and further demonstrate the advantages of flow reactor configuration upon scaling up.
Description
Keywords
Bromination, continuous processing, hazardous chemistry, thiazole synthesis
Journal Title
Organic Process Research and Development
Conference Name
Journal ISSN
1083-6160
1520-586X
1520-586X
Volume Title
22
Publisher
American Chemical Society
Publisher DOI
Sponsorship
Engineering and Physical Sciences Research Council (EP/K009494/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
Engineering and Physical Sciences Research Council (EP/M004120/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
Engineering and Physical Sciences Research Council (EP/M004120/1)
Syngenta