Unusual nucleophilic versus electrophilic aromatic substitution on nitroanilines

A Convenient Synthesis of Highly Substituted Furans by Microwave Irradiation of Ring-Fused Alkylidenecyclopropanes

“…We next tried to use a solid support such as acidic alumina, 18 silica gel 19 or bentonite. 20 Microwave irradiation of 1a impregnated onto the solid support for five minutes yielded no products and most of the substrate 1a was recovered (entries 4-6). Next, we carried out microwave irradiation of the substrate 1a under a solvent-free condition for three minutes at 200 °C and surprisingly obtained the furan derivative 2a in 60% isolated yield along with 35% recovery of 1a (entry 7).…”