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ChemicalBook CAS DataBase List 2-dioxaborolan-2-yl)isoquinolin-1(2H)-one

2-dioxaborolan-2-yl)isoquinolin-1(2H)-one synthesis

2synthesis methods
-

Yield:1219130-56-9 46%

Reaction Conditions:

with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;potassium acetate in N,N-dimethyl-formamide at 90;

Steps:

4.33 RRN No.135,139,141,143,144,146,148,149,151,153,...General procedures: Synthesis of 4,4,5,5-tetramethyl-1,3,2-dioxaborolane esters from aryl halides

General procedure: Aryl halide (1 equiv), bis-pinacolato-diboron (1.5-3 equiv), Pd(dppf)Cl2 (0.05-0.1 equiv), and KOAc (3-6 eq.) were suspended in DMF (2-6 mL). The mixture was then heated at 90 °C for 2-6 h, cooled to rt, diluted with H2O (10 mL) and extracted with EtOAc (3 × 5 mL). The organic layer was dried (MgSO4) and the solvent removed in vacuo. The residue was purified by chromatography using a stepped gradient of 0-10% EtOAc in heptane to yield the desired boronic ester.

References:

Niculescu-Duvaz, Dan;Niculescu-Duvaz, Ion;Suijkerbuijk, Bart M.J.M.;Ménard, Delphine;Zambon, Alfonso;Davies, Lawrence;Pons, Jean-Francois;Whittaker, Steven;Marais, Richard;Springer, Caroline J. [Bioorganic and Medicinal Chemistry,2013,vol. 21,# 5,p. 1284 - 1304]