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 NaN[subscript 3], yet nonetheless displays a broad substrate scope. The hazards associated with HN[subscript 3] are essentially eli...
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| Other Authors: | |
| Format: | Article |
| Language: | en_US |
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Wiley Blackwell
2013
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| Online Access: | http://hdl.handle.net/1721.1/76267 https://orcid.org/0000-0002-8601-7799 |
| _version_ | 1826209138004197376 |
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| author | Palde, Prakash B. Jamison, Timothy F. |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Palde, Prakash B. Jamison, Timothy F. |
| author_sort | Palde, Prakash B. |
| collection | MIT |
| description | 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]. |
| first_indexed | 2024-09-23T14:17:51Z |
| format | Article |
| id | mit-1721.1/76267 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T14:17:51Z |
| publishDate | 2013 |
| publisher | Wiley Blackwell |
| record_format | dspace |
| spelling | mit-1721.1/762672022-09-28T19:49:10Z Safe and Efficient Tetrazole Synthesis in a Continuous Flow Microreactor Palde, Prakash B. Jamison, Timothy F. Massachusetts Institute of Technology. Department of Chemistry Jamison, Timothy F. Palde, Prakash B. Jamison, Timothy F. 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]. Novartis Foundation (MIT Center for Continuous Manufacturing) 2013-01-16T19:41:17Z 2013-01-16T19:41:17Z 2011-03 2011-02 Article http://purl.org/eprint/type/JournalArticle 0044-8249 1521-3757 http://hdl.handle.net/1721.1/76267 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. https://orcid.org/0000-0002-8601-7799 en_US http://dx.doi.org/10.1002/anie.201006272 Angewandte Chemie Creative Commons Attribution-Noncommercial-Share Alike 3.0 http://creativecommons.org/licenses/by-nc-sa/3.0/ application/pdf Wiley Blackwell Prof. Jamison via Erja Kajosalo |
| spellingShingle | Palde, Prakash B. Jamison, Timothy F. Safe and Efficient Tetrazole Synthesis in a Continuous Flow Microreactor |
| title | Safe and Efficient Tetrazole Synthesis in a Continuous Flow Microreactor |
| title_full | Safe and Efficient Tetrazole Synthesis in a Continuous Flow Microreactor |
| title_fullStr | Safe and Efficient Tetrazole Synthesis in a Continuous Flow Microreactor |
| title_full_unstemmed | Safe and Efficient Tetrazole Synthesis in a Continuous Flow Microreactor |
| title_short | Safe and Efficient Tetrazole Synthesis in a Continuous Flow Microreactor |
| title_sort | safe and efficient tetrazole synthesis in a continuous flow microreactor |
| url | http://hdl.handle.net/1721.1/76267 https://orcid.org/0000-0002-8601-7799 |
| work_keys_str_mv | AT paldeprakashb safeandefficienttetrazolesynthesisinacontinuousflowmicroreactor AT jamisontimothyf safeandefficienttetrazolesynthesisinacontinuousflowmicroreactor |