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. Author manuscript; available in PMC: 2014 Nov 6.
Published in final edited form as: J Am Chem Soc. 2013 Oct 24;135(44):10.1021/ja408917n. doi: 10.1021/ja408917n

Scheme 2. Synthesis of the 2-Cyanoindolizines.

Scheme 2

Reagents: (a) DABCO, neat, 2 h; (b) Ac2O, 100 °C, 2 h →140 °C, 16 h; (c) CuI, Cs2CO3, 2,2,6,6-tetramethyl-3,5-heptanedione, dioxane, 120 °C, 18 h; (d) BBr3, DCM, −78 °C → 0 °C, 3 h; (e) 3-benzoyl,1-bromoethyluracil, Cs2CO3 or K2CO3, DMF, 60 °C, 3 h; (f) NH4OH, DCM, 16 h.