Synthesis

Progressive direct iodination of sterically hindered alkyl substituted benzenes

S Stavber, P Kralj, M Zupan

Index: Stavber, Stojan; Kralj, Petra; Zupan, Marko Synthesis, 2002 , # 11 p. 1513 - 1518

Full Text: HTML

Citation Number: 12

Abstract

Abstract Benzene derivatives bearing at least one bulky alkyl group (i-Pr or t-Bu) were selectively and effectively iodinated using elemental iodine activated by 1-(chloromethyl)-4- fluoro-1, 4-diazoniabicyclo [2.2. 2] octane bis (tetrafluoroborate)(Selectfluor TM, F-TEDA-BF 4). Iodine atoms were progressively introduced at the most electron-rich and sterically less hindered position on the benzene ring. Not more than three iodine atoms could be ...