Fig. 5: Application of the (hetero)arenes C(sp2)−H borylation and scope extension to borylation of aryl bromides and anionic polymerization. | Nature Communications

Fig. 5: Application of the (hetero)arenes C(sp2)−H borylation and scope extension to borylation of aryl bromides and anionic polymerization.

From: Organometallic-type reactivity of stable organoboronates for selective (hetero)arene C−H/C-halogen borylation and beyond

Fig. 5

a Borylation of methoxylmethyl (MOM)-protected (R)-BINOL and a comparison to the previous strategy. b Cascade C(sp2)−H borylation/Suzuki-Miyaura cross-coupling for the structural diversification of drug-relevant substrates. c Cascade borylation of aryl bromides/Suzuki-Miyaura cross-coupling for the synthesis of biaryls. d Benzylic boronate/KOtBu combination-initiated polymerization of 4-chlorostyrene under different conditions. aWithout further purification by column chromatography on silica gel. bS47 (0.2 mmol), 1d (1.1 equiv) and KOtBu (1.5 equiv) in 1.0 mL of THF at 40 °C, 5 h, under Ar. cS48 (0.1 mmol), 1d (1.5 equiv) and KOtBu (1.5 equiv) in 1.0 mL of THF at 60 °C, 5 h, under Ar. dWith KOtBu. eWith NaOtBu.

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