Fig. 3: Reaction condition optimization and substrate scope for consecutive and stepwise double arylation.

a Selected optimization for β-diarylation. Reactions were run on a 0.1 mmol scale, yields were determined by ¹H-NMR spectroscopic analysis using 1,1,2,2-tetrachloroethane (0.1 mmol) as the internal standard, isolated yields are given in parentheses. ^a43% 3a (E/Z = 5:1, determined by ¹H-NMR spectroscopic analysis of the reaction crude). ^b < 10% 6a. ^c23% 3a (E/Z = 3:2). ^dSingle-crystal structure of 6a, determined by X-ray diffraction. b Substrate generality for β-diarylation. All data represent the average of (more than) two independent experiments, reactions were run on a 0.2 mmol scale, yields are isolated yields. ^eGram-scale reaction. ^fwithout ArB(OH)₂. ^gIsolated yield after esterification with methyl iodide. c Substrate generality for stepwise double arylation. All data represent the average of (more than) two independent experiments, reactions were run on a 0.2 mmol scale, yields are isolated yields. ^hConfirmed by NOESY. ⁱSingle-crystal structure of 4s, determined by X-ray diffraction. w/o, without. NOE, Nuclear Overhauser Effect.