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. 2021 Mar 3;27(20):6295–6307. doi: 10.1002/chem.202005207

Scheme 5.

Scheme 5

Synthesis of 29 as backbone building block B2. Reagents and conditions: a) CPDIPS‐acetylene, (Ph3P)2PdCl2, CuI, THF: piperidine 3:1, room temp., 1 h, quant. b) NIS, DMSO, room temp., 1 h, 85 % 22, 1.9 % 23, 1.6 % 24 and 4.9 % 25. c) 3‐bromophenylboronic acid, K2CO3, (Ph3P)2PdCl2, DME: EtOH: H2O 4:1:1, 80 °C, 12 h, 84 %. d) pTsOH⋅H2O, MeCN, NaNO2, KI, MeCN, H2O, 10 °C→room temp., 16 h, 82 %. e) 2‐aminophenylboronic acid hydrochloride, K2CO3, (Ph3P)2PdCl2, DME: EtOH: H2O 4:1:1, 80 °C, 12 h, 97 %. f) pTsOH⋅H2O, MeCN, NaNO2, KI, MeCN, H2O, 10 °C→room temp., 2 h, 85 %.