Alkylation of nitroaromatics with trialkylborane

Anna Shifman, Namasivayam Palani, Shmaryahu Hoz

Research output: Contribution to journalArticlepeer-review

16 Scopus citations


A novel, facile, aromatic substitution reaction of nitroaromatics is described. When p-dinitrobenzene (1) is treated with trialkylborane in the presence of potassium tert-butoxide, it furnishes p-alkylnitrobenzene (2) in high yield. A tentative mechanism is suggested involving alkyl radicals and radical anions of the nitroaromatic substrate.

Original languageEnglish
Pages (from-to)944-945
Number of pages2
JournalAngewandte Chemie - International Edition
Issue number5
StatePublished - 3 Mar 2000


  • Alkylations
  • Aromatic substitutions
  • Boron
  • Synthetic methods


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