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

Scheme 64. Synthesis of N-Annulated Thienoperylene Dyes.

Scheme 64

Reagents and conditions: (a)113 Amberlyst 15, toluene, reflux, 12 h; (b) t-BuLi, THF, −78 °C, 1 h, then chlorotrimethylstannane, −78 °C to rt, 24 h; (c) butyl 4-(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)benzoate, Pd(PPh3)2Cl2, toluene, reflux, 12 h; (d) KOH, 3:1 THF/H2O, reflux, 8 h, then HCl. *64.2a and 64.3a were obtained in 1:2 ratio.