Fig. 3: Scope of activated azaarenes 1 and olefins 2. | Communications Chemistry

Fig. 3: Scope of activated azaarenes 1 and olefins 2.

From: Visible light mediated photocatalytic [2 + 2] cycloaddition/ring-opening rearomatization cascade of electron-deficient azaarenes and vinylarenes

Fig. 3

aReaction conditions: All the reactions were carried out with 0.1 mmol 1, 0.5 mmol 2, under N2, 25 °C, 455 nm LED irradiation (22 W m−2), over 17 h and the following conditions: A: 0.002 mmol Ir[dFCF3ppy]2(bpy)PF6 3a, 0.05 mmol DBU, THF (1 mL), except in the cases indicated with conditions B: 0.002 mmol Ir(ppy)3 3c, 0.05 mmol DBU, THF (1 mL) or conditions C: 0.002 mmol Ir(ppy)3 3c, 0.05 mmol K2CO3, CH3CN (1 mL); bReaction carried out over 30 h. c4 s was isolated as an inseparable mixture 5.2:1 of the adduct and the Michael addition product. dLower yield is obtained due to the formation of the competing Michael adduct.

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