Cesium carbonate → 5-Chloro-6-methoxy-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

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Reaction Conditions

Reaction Steps

Lit. Org. Lett. 2002, 4(6), 973-976. To a stirred suspension of 1.84 mmol 5-chloro-6-iodo-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester (Example A3(c)) in 7 ml methanol were added 0.18 mmol copper(I) iodide, 3.69 mmol cesium carbonate and 0.37 mmol 1,20-phenanthroline and the reaction mixture was stirred at 140° C. for 16 h. The mixture was then cooled to room temperature and concentrated in vacuo. The residue was purified by chromatography (SiO2, heptane/ethyl acetate) to yield the title compound as a light red solid. MS (m/e): 230.2 ({37Cl}[M+H− Me2C═CH2]+, 42%), 228.2 ({35Cl}[M+H− Me2C═CH2]+, 100%).

Provenance & Evidence