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. 2021 Jan 12;26(2):356. doi: 10.3390/molecules26020356

Scheme 1.

Scheme 1

Synthesis of compounds with allyl (4) and vinyl (7) warheads attached at position 3 of the psoralen ring. Reagents and conditions: (a) allyl bromide, NaH (60%), THF, 0 °C to rt, overnight; (b) resorcinol, 98% H2SO4, dioxane, 0 °C to rt, overnight; (c) 2-bromoacetophenone, K2CO3, KI, dioxane, 100 °C, 24 h; (d) 1 M NaOH, propan-2-ol, 80 °C, 40 min; (e) crotonyl chloride, K2CO3, acetone, 60 °C, 24 h; (f) 1 M KOH, EtOH, 85 °C, 2 h.