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

Scheme 232. Regioselective Five-Fold C–H Functionalization of Azabuckybowl.

Scheme 232

Reagents and conditions: (a)430 (a) i-Pr2NEt, DMSO, 100 °C, 9 h; (b) DDQ, DCM, rt, 5 min; (c) Pd(OAc)2, t-Bu2PMe·HBF4, DBU, DMA, 140 °C, 18 h; (d) B2pin2, [Ir(OMe)(cod)]2, 4,4′-di-t-butyl-2,2′-bipyridine, t-BuOK, THF, 85 °C, 10 days; (e) 1,2,3-trialkoxy-5-bromobenzene, Pd2(dba)3·CHCl3, SPhos, Cs2CO3, toluene/H2O (2/1), 80–85 °C, 3–5 days.