Table 3.
Acyclic Carboxylic Acid Scope for the β,γ-Dehydrogenation and Vinyl C─H Olefination of Free Carboxylic Acidsa,b
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Conditions: 1 (0.1 mmol), benzyl acrylate 2a (0.2 mmol), Pd(OAc)2 (10 mol%), L9 (13 mol%), NaOAc (2.0 equiv), Ag2CO3 (2.0 equiv), HFIP/MeCN (0.95 mL/0.05 mL), 100 °C, 16 h.
Isolated yields. The dr values were determined by 1H NMR analysis of the crude product.
L15 was used instead of L9.
Pd(OAc)2 (15 mol%) and L9 (16 mol%) were used.
L6 was used instead of L9.
The reaction was run on a 1.0 mmol scale.