Reactivity of epoxy-ynamides with metal halides: Nucleophile (Br/Cl/OH)-assisted tandem intramolecular 5-: Exo-dig or 6- endo-dig cyclisation and AgF < inf > 2 < /inf > -promoted oxidation
Reactivity of epoxy-ynamides with metal halides: Nucleophile (Br/Cl/OH)-assisted tandem intramolecular 5-: Exo-dig or 6- endo-dig cyclisation and AgF < inf > 2 < /inf > -promoted oxidation
| dc.contributor.author | Anitha, Mandala | |
| dc.contributor.author | Shankar, Mallepalli | |
| dc.contributor.author | Kumara Swamy, K. C. | |
| dc.date.accessioned | 2022-03-27T09:47:21Z | |
| dc.date.available | 2022-03-27T09:47:21Z | |
| dc.date.issued | 2019-04-21 | |
| dc.description.abstract | Several metal halides react with epoxy-ynamides. Thus, CuBr-mediated concomitant bromination/5-exo-dig cyclisation of epoxy-ynamides affords functionalised 1,3-oxazolidines. In contrast, functionalised 1,4-oxazines are obtained via 6-endo-dig cyclisation of epoxy-ynamides using LiCl or CuF2/H2O. In addition, CuBr is effective for dibromination of functionalised ynamides leading to α,β-dibromo-enamides, with the (E) isomer predominating. Formation of epoxy-1,2-dioxo-amides by oxidation of epoxy-ynamides using AgF2 as the oxidising agent is also highlighted. | |
| dc.identifier.citation | Organic Chemistry Frontiers. v.6(8) | |
| dc.identifier.issn | 20524110 | |
| dc.identifier.uri | 10.1039/c9qo00027e | |
| dc.identifier.uri | http://xlink.rsc.org/?DOI=C9QO00027E | |
| dc.identifier.uri | https://dspace.uohyd.ac.in/handle/1/13306 | |
| dc.title | Reactivity of epoxy-ynamides with metal halides: Nucleophile (Br/Cl/OH)-assisted tandem intramolecular 5-: Exo-dig or 6- endo-dig cyclisation and AgF < inf > 2 < /inf > -promoted oxidation | |
| dc.type | Journal. Article | |
| dspace.entity.type |
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