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. 2024 Nov 5;14(47):35215–35219. doi: 10.1039/d4ra05941g

Scheme 2. Derivatization of chromene diones by selective O-demethylation, O-acetylation and O-triflation starting from 11a,b,d (A), 11c (B), 16b (C), respectively. Reagents and conditions: (a) BBr3 (1.1–2.5 eq.), DCM, −78 °C (11d) or 0 °C (11a,b) to rt, 20 h. (b) Ac2O (135–200 eq.), pyridine (160–235 eq.), DCM, rt, 21 h. (c) BBr3 (5.0 eq.), DCM, 0 to 40 °C, 3 d. (d) Ac2O (1.05–1.1 eq.), pyridine (1.05–1.5 eq.), DCM, rt, 17–20 h. (e) Tf2O (2.2 eq.), pyridine (2.2 eq.), DCM, 0 °C to rt, 4.5 h. (f) Tf2O (1.05–1.1 eq.), pyridine (1.05–1.5 eq.), DCM, 0 °C to rt, 4.5 h. (g) BBr3 (3.5 eq.), DCM, −78 °C to rt, 7 d.

Scheme 2