Safe and Efficient Tetrazole Synthesis in a Continuous Flow Microreactor
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PBP TFJ ACIE 2011.pdf
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Author(s) •
Palde, Prakash B.
Jamison, Timothy F.
Date Issued
March 2011
Journal
Angewandte Chemie
Publisher
Wiley Blackwell
Citation
Palde, Prakash B., and Timothy F. Jamison. “Safe and Efficient Tetrazole Synthesis in a Continuous-Flow Microreactor.” Angewandte Chemie International Edition 50.15 (2011): 3525–3528.
Version
Author's final manuscript
Abstract
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 NaN[subscript 3], yet nonetheless displays a broad substrate scope. The hazards associated with HN[subscript 3] are essentially eliminated, shock-sensitive metal azides such as Zn(N[subscript 3])[subscript 2] are avoided, and residual NaN[subscript 3] is quenched in-line with NaNO[subscript 2].
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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Creative Commons Attribution-Noncommercial-Share Alike 3.0
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DOI of Published Version
https://doi.org/10.1002/anie.201006272