Scheme 2.
Reagents and conditions: a) Pd(PPh3)4, NaHCO3, 9, DME/water, 86%; b) 10% Pd/C, H2, MeOH/THF (1:1), 27%; c) CuI, K3PO4, N-(2-cyanophenyl)picolinamide, 11, DMSO, 35%; d) Cu(OAc)2, TMEDA, 14, DMSO, 81%; e) TMSCl, NaI, MeCN, 94%.
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