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Progressive Direct Iodination of Sterically Hindered Alkyl Substituted Benzenes

Stojan Stavber*, Petra Kralj, Marko Zupan

*Laboratory for Organic and Bioorganic Chemistry, ‘Joef Stefan' Institute and Department of Chemistry, University of Ljubljana, Jamova 39, 1000 Ljubljana, Slovenia, Email:

S. Stavber, P. Kralj, M. Zupan, Synthesis, 2002, 1513-1518.

DOI: 10.1055/s-2002-33339


Benzene derivatives bearing at least one bulky alkyl group (i-Pr or t-Bu) were selectively and effectively iodinated using elemental iodine activated by Selectfluor. Up to three iodine atoms were progressively introduced at the most electron-rich and sterically less hindered position on the benzene ring.

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Key Words

iodination, sterically hindered benzenes, Selectfluor

ID: J66-Y2002-1580