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Article Abstract
The expeditious synthesis of an API building block, 2-cyanothiazole, from cyanogen gas and a readily available dithiane is reported. A previously undisclosed partially saturated intermediate is formed, which can be further functionalized and isolated by the acylation of the hydroxy group. Dehydration using trimethylsilyl chloride furnished 2-cyanothiazole, which could be further converted to the corresponding amidine. The sequence provided a 55% yield over 4 steps. We envision that this work will spark further interest in cyanogen gas as a reactive and cost-effective synthetic reagent.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10337028 | PMC |
| http://dx.doi.org/10.1021/acs.joc.3c01110 | DOI Listing |
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