Oxidative rearrangement of alkenes using in situ generated hypervalent iodine(III)
2013 (English)In: Tetrahedron Letters, ISSN 0040-4039, E-ISSN 1359-8562, Vol. 54, no 43, 5818-5820 p.Article in journal (Refereed) Published
A novel protocol for the oxidative rearrangement of alkenes using in situ generated hypervalent iodine(III) was developed. This approach uses inexpensive, readily available, and stable chemicals (PhI, mCPBA, and TsOH) giving rearrangement products in yields comparable to those obtained using the more expensive commercially available [hydroxy(tosyloxy)iodo]benzene [HTIB or Koser's reagent]. Additionally, an alternative protocol for the synthesis of 1-methyl-2-tetralone through the one-step epoxidation/rearrangement of 4-methyl-1,2-dihydronaphthalene using mCPBA and TsOH was developed.
Place, publisher, year, edition, pages
2013. Vol. 54, no 43, 5818-5820 p.
Rearrangement, Hypervalent iodine, Ring contraction, Oxidation, Alkenes
Research subject Organic Chemistry
IdentifiersURN: urn:nbn:se:su:diva-95415DOI: 10.1016/j.tetlet.2013.08.012ISI: 000325122100014OAI: oai:DiVA.org:su-95415DiVA: diva2:660876