Oxidative rearrangement of alkenes using in situ generated hypervalent iodine(III)

Autor: Nazli Jalalian, Anees Ahmad, Paulo Scarassati, Berit Olofsson, Luiz F. Silva
Rok vydání: 2013
Předmět:
Zdroj: Repositório Institucional da USP (Biblioteca Digital da Produção Intelectual)
Universidade de São Paulo (USP)
instacron:USP
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2013.08.012
Popis: 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. AuthorCount:5
Databáze: OpenAIRE