Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 44, Pages 6554-6565Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201700906
Keywords
Continuous flow; Azides; Amines; Carbamates; Amides; Multi-step
Categories
Funding
- National Research Foundation
- Nelson Mandela Metropolitan University
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We report the continuous flow synthesis of acyl azides in various continuous flow systems and demonstrate that liquid-liquid separation may be incorporated to prepare anhydrous solutions of the acyl azide, which may be subsequently reacted with appropriate nucleophiles to prepare amines, carbamates and amides within a fully integrated multi-step process in high yields (> 80%). Interesting effects were also observed when preparing carbamates with long chain alcohols, whereby as the chain length of the alcohol increased the products could be made in high yield even without incorporation of the liquid-liquid separation module.
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