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

Scheme 327. Synthesis of meso-N/O-Heteroarene-Fused Porphyrins via a [4 + 2] Oxidative Annulation Strategy.

Scheme 327

Reagents and conditions: (a) Standard conditions for 348.6–8: 348.5 (0.2 mmol), [Cp*RhCl2]2 (5 mol %), AgSbF6 (20 mol %), THF (0.5 mL), 100 °C, N2, 24 h; (b) standard conditions for 348.9–10: 348.5 (0.2 mmol), [Cp*RhCl2]2 (5 mol %), AgSbF6 (20 mol %), Ag2O (2.0 equiv), NaSbF6 (2.0 equiv), DCE (0.5 mL), 120 °C, N2, 24 h; (c) 348.5 (0.2 mmol), [Cp*RhCl2]2 (5 mol %), AgSbF6 (20 mol %), Ag2O (2.0 equiv), DCE, or 1,4-dioxane (0.5 mL), 120 °C, N2, 24 h; (d) [Cp*RhCl2]2 (5 mol %), AgSbF6 (20 mol %), Ag2O (2.0 equiv), DCE, or 1,4-dioxane (0.5 mL), 120 °C, N2; (e) FeCl3 (10 equiv), DDQ (10 equiv), DCM/MeNO2.