Oxidative rearrangement of alkenes using in situ generated hypervalent iodine(III) |
| |
| Authors: | Anees Ahmad Paulo Scarassati Nazli Jalalian Berit Olofsson Luiz F. Silva Jr. |
| |
| Affiliation: | 1. Instituto de Química—Universidade de São Paulo, Av. Prof. Lineu Prestes, 748, CP 26077, CEP 05513-970 São Paulo, SP, Brazil;2. Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-106 91 Stockholm, Sweden |
| |
| Abstract: | 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. |
| |
| Keywords: | Rearrangement Hypervalent iodine Ring contraction Oxidation Alkenes |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
