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Diversity-oriented heterocyclic synthesis using divergent reactivity of N-substituted iso(thio)cyanates.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Vincent-Rocan, Jean-François Derasp, Joshua S. Beauchemin, André M. |
| Copyright Year | 2015 |
| Abstract | Carbon-substituted isocyanates and isothiocyanates are common building blocks in organic synthesis. In contrast, synthetic uses of N-substituted isocyanates and isothiocyanates are severely underdeveloped: few have been reported and their reactivity had not been compared. Herein, we compare the reactivity of blocked (masked) N-isocyanate and N-isothiocyanate precursors in cascade reactions. Divergent reactivity is observed with secondary propargylic and allylic systems, leading to new syntheses of imidazolones, thiazolidines, and a tool to form complex azomethine imines. |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c5cc07212c |
| PubMed reference number | 26412362 |
| Journal | Medline |
| Volume Number | 51 |
| Issue Number | 91 |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c5/cc/c5cc07212c/c5cc07212c1.pdf |
| Alternate Webpage(s) | https://pubs.rsc.org/en/content/getauthorversionpdf/C5CC07212C |
| Alternate Webpage(s) | https://doi.org/10.1039/c5cc07212c |
| Journal | Chemical communications |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |