. 2020 Sep 16;63(19):11271–11285. doi: 10.1021/acs.jmedchem.0c01260

Table 2. General Pathway for the Synthesis of Extended 2-Bromo-3-(bromomethyl)-1,1′-biphenyl (1a) and [1,1′:2′,1″-Terphenyl]-3′-ylmethanol (1b)-Based Compounds 3b–d, 3f^a.

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Reagents and conditions: (A) for compound 1a where X is −Br, 5-chloro-2,4-dihydroxybenzaldehyde, NaHCO₃, ACN/DMF, rt, overnight (54% for 3a); for compound 1b where X is −OH, 5-chloro-2,4-dihydroxybenzaldehyde, PPh₃, DIAD, THF, rt, overnight (20% for 3e); (B) picolinonitrile/benzonitrile component, K₂CO₃, DMF, rt, overnight (63% for 3b, 87% for 3c, and 90% for 3f); (C) amine component, NaBH₃CN, AcOH, DMF, rt, overnight (for 3d).

Table 2. General Pathway for the Synthesis of Extended 2-Bromo-3-(bromomethyl)-1,1′-biphenyl (1a) and [1,1′:2′,1″-Terphenyl]-3′-ylmethanol (1b)-Based Compounds 3b–d, 3fa.

Table 2. General Pathway for the Synthesis of Extended 2-Bromo-3-(bromomethyl)-1,1′-biphenyl (1a) and [1,1′:2′,1″-Terphenyl]-3′-ylmethanol (1b)-Based Compounds 3b–d, 3f^a.