allylation, electrophilic aromatic substitution, indium, metathesis, umpolung
The products corresponding to the reactions of arenes and γ-carbonyl cations may be obtained by a one-pot, bicatalytic process involving InCl3-catalyzed arene allylation and cross metathesis with electron-deficient alkenes. The process is successful with electronically neutral and electron-rich arenes, and modestly Lewis basic donor groups are tolerated with an increase in InCl3 loading from 10 mol% to 15 mol%, and in one case, 20 mol%.
Funding Reference Number
Henkie, Jake R.; Dhaliwal, Sugadar; and Green, James R.. (2012). Bicatalytic Allylation–Cross-Metathesis Reactions as γ-Carbonyl Cation Equivalents. Synlett, 23 (16), 2371-2371.