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. 2023 Dec 21;4(2):241–247. doi: 10.1021/acsorginorgau.3c00060

Scheme 4. Synthetic Applications.

Scheme 4

Reaction conditions: (a) 2a (0.2 mmol, 1.0 equiv) and PhMgBr (0.6 mmol, 3.0 equiv) in THF (2 mL) under Ar at −78 °C to room temperature for 12 h; (b) 2a (0.2 mmol, 1.0 equiv) and 1,2-diaminobenzene (0.4 mmol, 2.0 equiv) in MeOH (2 mL) under Ar at 80 °C for 12 h; (c) 2a (0.2 mmol, 1.0 equiv), phenylhydrazine (0.3 mmol, 1.5 equiv), and HOAc (0.1 mmol, 50 mol %) in EtOH (2 mL) under Ar at 90 °C for 18 h; (d) 2q (0.2 mmol, 1.0 equiv), phenylboronic acid (0.2 mmol, 1.0 equiv), Pd(PPh3)4 (0.004 mmol, 2 mol %), and Na2CO3 (0.62 mmol, 3.1 equiv) in toluene/MeOH (3/2, 3 mL) under Ar at 90 °C for 12 h.