Continuous Reductions and Reductive Aminations Using Solid NaBH4

Most successful reactions carried out under continuous flow conditions mix homogeneous solutions yielding homogeneous products. Using solids is avoided to prevent pump and reactor clogging; even though solid reagents may often be the best choice for a given transformation. Here we demonstrate that b...

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Bibliographic Details
Published inOrganic process research & development Vol. 18; no. 12; pp. 1771 - 1776
Main Authors Gilmore, Kerry, Vukelić, Stella, McQuade, D. Tyler, Koksch, Beate, Seeberger, Peter H
Format Journal Article
LanguageEnglish
Published American Chemical Society 19.12.2014
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Summary:Most successful reactions carried out under continuous flow conditions mix homogeneous solutions yielding homogeneous products. Using solids is avoided to prevent pump and reactor clogging; even though solid reagents may often be the best choice for a given transformation. Here we demonstrate that by pumping aldehydes, ketones, or in situ formed imines through a specially formulated NaBH4 column results in efficient reductions. The column design and performance characteristics, along with substrate scope, are discussed.
ISSN:1083-6160
1520-586X
DOI:10.1021/op500310s