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. 2019 Dec 3;59(8):2998–3027. doi: 10.1002/anie.201904934

Figure 14.

Figure 14

A selection of pyrrole‐based and boron‐doped heterocyclic polycyclic arenes obtained by oxidative cyclization. Reaction conditions: a) DDQ (5 equiv), Sc(OTf)3 (5.6 equiv), toluene, reflux; b) PIFA (2.5 equiv), CH2Cl2, −78 °C; c) DDQ (2 equiv), Sc(OTf)3 (7 equiv), CH2Cl2, RT; d) FeCl3 (8 equiv), CH2Cl2, CH3NO2, RT; e) DDQ (2.5 equiv), TfOH, CH2Cl2, 0 °C.