Safe and Efficient Tetrazole Synthesis in a Continuous-Flow Microreactor

Safe and Efficient Tetrazole Synthesis in a Continuous-Flow Microreactor

Safer flow: The synthesis of 5‐substituted tetrazoles in flow (see scheme) is safe, efficient, scalable, requires no metal promoter, and uses a near‐equimolar amount of NaN3, yet nonetheless displays a broad substrate scope. The hazards associated with HN3 are essentially eliminated, shock‐sensitive...

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Veröffentlicht in:Angewandte Chemie International Edition 2011-04, Vol.50 (15), p.3525-3528
Hauptverfasser: Palde, Prakash B., Jamison, Timothy F.
Format: Artikel
Sprache:eng
Schlagworte:
azides
Bioreactors
continuous-flow synthesis
Microchemistry
microreactors
synthetic methods
tetrazoles
Tetrazoles - chemical synthesis
Tetrazoles - chemistry
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Zusammenfassung:Safer flow: The synthesis of 5‐substituted tetrazoles in flow (see scheme) is safe, efficient, scalable, requires no metal promoter, and uses a near‐equimolar amount of NaN3, yet nonetheless displays a broad substrate scope. The hazards associated with HN3 are essentially eliminated, shock‐sensitive metal azides such as Zn(N3)2 are avoided, and residual NaN3 is quenched in‐line with NaNO2.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201006272