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. 2022 Dec 19;145(1):345–358. doi: 10.1021/jacs.2c10090

Scheme 8. Post-Functionalization.

Scheme 8

(a) Ph2PCl, Et3N, Tol, reflux, 16 h. (b) Tf2O, 2,6-lutidine, DCM, 0 °C to r.t., 2 h. (c) Pd(OAc)2 cat., PCy3 cat., 3,5-OMeC6H3B(OH)2, KF, THF, r.t., 72 h. (d) Pd(OAc)2 cat., PCy3 cat., C6H5B(OH)2, KF, THF, r.t., 72 h. (e) Grubbs I cat., DCM, reflux, 16 h. (f) nBuLi, DMF, THF, −78 °C to r.t., 2 h. (g) Pd(PPh3)2Cl2 cat., NaHCO3, MeOC6H4B(OH)2, DME/H2O, 120 °C, 2 h. (h) Pd2(dba)3 cat., SPhos cat., Cs2CO3, dioxane, 150 °C, 16 h. (i) Pd2(dba)3 cat., SPhos cat., Me2N-NH2, tBuONa, dioxane, 120 °C, 5 h. (j) Pd(PPh3)2Cl2 cat., NaHCO3, MeOC6H4B(OH)2, DME/H2O, 120 °C, 2 h. (k) Pd(OAc)2 cat., P(Cy)3 HBF4 cat., K2CO3, DMA, 130 °C, 16 h.