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Sequential site-selective Suzuki-Miyaura cross-coupling of 81.
Reagents and conditions: (i) propane-2-thiol, NaH, degassed THF, r.t.; (ii) Ar'B(OH)2, Pd(OAc)2, PPh3, Na2CO3, DME and H2O (10:1, v/v), 75 °C, N2; (iii) Ar''B(OH)2, Pd(PPh3)4, CuTC, THF, 50 °C, N2 atmosphere; (iv) Ar'''B(OH)2, Pd(OAc)2, PPh3, Na2CO3, DME:H2O (10:1, v/v), reflux.
