Journal
SYNLETT
Volume 27, Issue 20, Pages 2826-2830Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1588316
Keywords
aromatic halides; sodium azide; N-formylsaccharin; catalysis; CO surrogates; carbamoyl azides
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Funding
- CSIR, New Delhi, India [22/06/2014 (i) EU-V]
- Department of Science and Technology (DST), Govt. of India [IFA-11CH-08]
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A highly efficient one-pot synthesis of carbamoyl azides from haloarenes and sodium azide has been developed. The protocol involves palladium-catalysed azidocarbonylation of haloarenes utilizing N-formylsaccharin as a CO source to form acyl azides, which undergo in situ Curtius rearrangement to afford the desired carbamoyl azides. N-Formylsaccharin is an easy-to-handle solid alternative to CO gas.
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