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. Author manuscript; available in PMC: 2016 Feb 16.
Published in final edited form as: Angew Chem Int Ed Engl. 2015 Jan 7;54(8):2361–2365. doi: 10.1002/anie.201410039

Table 3.

Reactions of Substrates Bearing Distinct Ketone Moieties.[a]

graphic file with name nihms664954t3.jpg
[a]

Catalyst System A: 7a–f (1.0 equiv), Pd(OAc)2 (3.0 mol%), t-BuBrettPhos (6.0 mol%), 1,4-dioxane (0.50 M), 60 °C, 24 h; Catalyst System B: 7a–f (1.0 equiv), Pd(OAc)2 (2.5 mol%), PhXPhos (5.0 mol%), 1,4-dioxane (0.10 M), 90 °C, 24 h. 19F NMR yields for the major isomers were determined by using PhCF3 as an internal standard (average of two runs). The values in parentheses represent the yields of the major products. The regioselectivities were determined by 1H NMR analysis of the crude reaction mixtures.

[b]

Pd(OAc)2 (5.0 mol%), t-BuBrettPhos (10 mol%).

[c]

70 °C, 36 h.

[d]

Pd(OAc)2 (3.5 mol%), PhXPhos (7.0 mol%).

[e]

18 h.

[f]

Pd(OAc)2 (5.0 mol%), PhXPhos (10 mol%).

[g]

90 °C, 36 h.