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Reagents and conditions: (i) (a) t-BuLi, THF, −20 °C, 45′; (b) N-Boc-(indole-3-carbaldehyde), THF, 1 h; (c) CH3COCl, −20 °C to rt, 16 h; (ii) Na, liquid NH3, THF, −78 °C, 30′; (iii) POCl3, DMF, 0 °C for 20′ then 40 °C until completion; HCl cat., THF, reflux, 16 h; (iv) cat. HCl, THF, reflux.
