Mild and selective reduction of aldehydes utilising sodium dithionite under flow conditions

We recently reported a novel hybrid batch-flow synthesis of the antipsychotic drug clozapine in which the reduction of a nitroaryl group is described under flow conditions using sodium dithionite. We now report the expansion of this method to include the reduction of aldehydes. The method developed...

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Bibliographic Details
Published in:Beilstein journal of organic chemistry 2018-06, Vol.14 (1), p.1529-1536
Main Authors: Neyt, Nicole C, Riley, Darren L
Format: Article
Language:English
Subjects:
aldehyde reduction
Aldehydes
Antipsychotics
Batch processes
Chemical industry
Chemistry
Clozapine
Dithionite
flow chemistry
Full Research Paper
Productivity
Psychotropic drugs
selective reduction
Sodium
sodium dithionite
Spacetime
Stainless steel
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Summary:We recently reported a novel hybrid batch-flow synthesis of the antipsychotic drug clozapine in which the reduction of a nitroaryl group is described under flow conditions using sodium dithionite. We now report the expansion of this method to include the reduction of aldehydes. The method developed affords yields which are comparable to those under batch conditions, has a reduced reaction time and improved space-time productivity. Furthermore, the approach allows the selective reduction of aldehydes in the presence of ketones and has been demonstrated as a continuous process.
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.14.129