Development of a Telescoped Flow Process for the Safe and Effective Generation of Propargylic Amines
Propargylic amines are important multifunctional building blocks that are frequently exploited in the synthesis of privileged heterocyclic entities. Herein we report on a novel flow process that achieves the safe and effective on-demand synthesis of propargylic amines in a telescoped manner. This pr...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-10-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/24/20/3658 |
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doaj-9a0020d402814dd6803fc9b5a7c806f22020-11-25T02:36:19ZengMDPI AGMolecules1420-30492019-10-012420365810.3390/molecules24203658molecules24203658Development of a Telescoped Flow Process for the Safe and Effective Generation of Propargylic AminesKian Donnelly0Huan Zhang1Marcus Baumann2School of Chemistry, University College Dublin, Science Centre South, Belfield, Dublin 4, IrelandSchool of Chemistry, University College Dublin, Science Centre South, Belfield, Dublin 4, IrelandSchool of Chemistry, University College Dublin, Science Centre South, Belfield, Dublin 4, IrelandPropargylic amines are important multifunctional building blocks that are frequently exploited in the synthesis of privileged heterocyclic entities. Herein we report on a novel flow process that achieves the safe and effective on-demand synthesis of propargylic amines in a telescoped manner. This process minimizes exposure to hazardous azide intermediates and renders a streamlined route into these building blocks. The value of this approach is demonstrated by the rapid generation of a small selection of drug-like thiazolines that result from a high-yielding reaction cascade between propargylic amines with different aryl isothiocyanates.https://www.mdpi.com/1420-3049/24/20/3658azidesflow chemistrycontinuous processpropargylic aminesbuilding block synthesis. |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Kian Donnelly Huan Zhang Marcus Baumann |
| spellingShingle |
Kian Donnelly Huan Zhang Marcus Baumann Development of a Telescoped Flow Process for the Safe and Effective Generation of Propargylic Amines Molecules azides flow chemistry continuous process propargylic amines building block synthesis. |
| author_facet |
Kian Donnelly Huan Zhang Marcus Baumann |
| author_sort |
Kian Donnelly |
| title |
Development of a Telescoped Flow Process for the Safe and Effective Generation of Propargylic Amines |
| title_short |
Development of a Telescoped Flow Process for the Safe and Effective Generation of Propargylic Amines |
| title_full |
Development of a Telescoped Flow Process for the Safe and Effective Generation of Propargylic Amines |
| title_fullStr |
Development of a Telescoped Flow Process for the Safe and Effective Generation of Propargylic Amines |
| title_full_unstemmed |
Development of a Telescoped Flow Process for the Safe and Effective Generation of Propargylic Amines |
| title_sort |
development of a telescoped flow process for the safe and effective generation of propargylic amines |
| publisher |
MDPI AG |
| series |
Molecules |
| issn |
1420-3049 |
| publishDate |
2019-10-01 |
| description |
Propargylic amines are important multifunctional building blocks that are frequently exploited in the synthesis of privileged heterocyclic entities. Herein we report on a novel flow process that achieves the safe and effective on-demand synthesis of propargylic amines in a telescoped manner. This process minimizes exposure to hazardous azide intermediates and renders a streamlined route into these building blocks. The value of this approach is demonstrated by the rapid generation of a small selection of drug-like thiazolines that result from a high-yielding reaction cascade between propargylic amines with different aryl isothiocyanates. |
| topic |
azides flow chemistry continuous process propargylic amines building block synthesis. |
| url |
https://www.mdpi.com/1420-3049/24/20/3658 |
| work_keys_str_mv |
AT kiandonnelly developmentofatelescopedflowprocessforthesafeandeffectivegenerationofpropargylicamines AT huanzhang developmentofatelescopedflowprocessforthesafeandeffectivegenerationofpropargylicamines AT marcusbaumann developmentofatelescopedflowprocessforthesafeandeffectivegenerationofpropargylicamines |
| _version_ |
1724800727028596736 |