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. 2018 Mar 20;8(20):11127–11133. doi: 10.1039/c8ra01094c

The comparison of the current method with previous reports in the arylation of benzoxazole.

graphic file with name c8ra01094c-u48.jpg
Entry Catalyst Reagent Condition Yield (%)
1 FeSO4 (0.2 equiv.), H2O/diglyme/O2 graphic file with name c8ra01094c-u49.jpg 150 °C, 20 h 70 (ref. 31)
2 I2 (2 equiv.), PhCl, DMF graphic file with name c8ra01094c-u50.jpg 130 °C, 30 h 75 (ref. 30)
3 [Pd(π-allyl)Cl]2 (0.1 equiv.), PCy3, NaOtBu (2 equiv.), DMF graphic file with name c8ra01094c-u51.jpg 120 °C, 12 h 43 (ref. 7)
4 CuCN(PPh3)2 (10 mol%), PPh3, Cs2CO3, pivalonitrile graphic file with name c8ra01094c-u52.jpg Reflux, 24 h 85 (ref. 28)
5 Ni(COD)2 (0.1 equiv.), dcype (0.2 equiv.), Cs2CO3 (1.5 equiv.), p-xylene graphic file with name c8ra01094c-u53.jpg 140 °C, 22 h 91 (ref. 29)
6 Current work: [ZnCl2][ethylene glycol]4 (5 mol%), solvent-free graphic file with name c8ra01094c-u54.jpg 120 °C, 6 h 95