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. 2021 Dec 1;122(1):565–788. doi: 10.1021/acs.chemrev.1c00449

Scheme 89. Synthesis of Perylene Diimides Fused to Five-Membered Heterocycles.

Scheme 89

Reagents and conditions: (a)172 FeCl3, MeNO2, reflux, 3 h; (b)175 I2, toluene, hν (incandescent lamp), air, rt, 24 h, 84%; (c)174 I2, DCM, hν (xenon lamp), rt, 10 h, quant.; (d)173 FeCl3, MeNO2/chlorobenzene, 130 °C, 3 days, 66%; (e) FeCl3, MeNO2/toluene, 90 °C, 8 h, 37%.