Organolithium bases in flow chemistry: a review

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Date
2020-04-30
Authors
Power, Mark
Alcock, Emma
McGlacken, Gerard P.
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American Chemical Society
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Abstract
Flow chemistry is a continually emerging and ever-growing area of synthetic organic chemistry. It provides an orthogonal approach to traditional batch chemistry, oftentimes allowing for more efficient routes to desired target molecules. It is generally accepted that flow chemistry offers a valuable change to the process landscape. From a process perspective, there are many advantages associated with flow chemistry over traditional batch chemistry, the most prominent of which is an increased safety profile with the use of highly reactive chemical species, such as organolithiums. These reagents are highly valuable species for the efficient synthesis of pharmaceutical intermediates. Disadvantageously, use of these reagents on commercial scale is severely hindered by the highly energetic nature of the reaction intermediates and their concomitant safety risk. Flow chemistry provides a viable platform for use of these reagents, offering a high degree of control over reaction parameters. In this review, we present a comprehensive account of the published literature implementing the use of organolithium reagents as strong bases for deprotonation reactions in flow systems.
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Keywords
Flow , Chemistry , Organolithium , Base , Deprotonation , Reagents , Chemical reactions , Organic compounds , Fluid dynamics
Citation
Power, M., Alcock, E., and McGlacken, G. P. (2020) 'Organolithium Bases in Flow Chemistry: A Review', Organic Process Research & Development, doi: 10.1021/acs.oprd.0c00090
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© 2020 American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Process Research and Development, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.oprd.0c00090