2-Hex-3-en-3-yl-1,3,2-benzodioxaborole → 2-[2-(-1-Ethyl-but-1-enyl)-3-methyl-benzoylamino]-indan-2-carboxylic acid ethyl ester

Participants

Reaction Steps

To a solution of 2-(2-iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (400 mg, 0.89 mmol) and 2-(1-Ethyl-but-1-enyl)-benzo[1,3,2]dioxaborole (709 μL, 3.56 mmol) in dioxane (15 mL) is added Pd(PPh3)4 (103 mg, 8.9% mmol) and 2M aqueous solution of CsCO3 (1.34 mL, 2.67 mmol). The resulting reaction mixture is covered with argon and run in a microwave reaction: 110° C., 2 h. After concentration in vacuo, the residue is purified by flash column chromatography (120 g silica gel, gradient elution: 5%-50% EtOAc in heptane) to give a pure product (128) as a brown semi-solid (530 mg, 73%).

Provenance & Evidence