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ChemicalBook CAS DataBase List 3,5-Bis(methoxycarbonyl)phenylboronic acid pinacol ester
944392-68-1

3,5-Bis(methoxycarbonyl)phenylboronic acid pinacol ester synthesis

10synthesis methods
-

Yield: 99%

Reaction Conditions:

with bis(1,5-cyclooctadiene)diiridium(I) dichloride;1-(4,4'-di-tert-butyl-[2,2'-bipyridin]-6-yl)-2-(dimethyl(phenyl)silyl)-2,3-dihydro-1H-benzo[d][1,3,2]diazaboroleInert atmosphere;Schlenk technique;Sealed tube;

Steps:

4.4. General Procedure for Iridium-Catalyzed arene C-H borylation Using NNB-type Ligand
General procedure: B2pin2, [IrCl(COD)]2 (1.0 mol%), preligand 1 (2.0 mol%), and (hetero)arene (0.2 mmol, ifsolid) were placed in a dried Schlenk flask (15 mL in volume) equipped with a stirring bar. Afterevacuating and refilling the flask with dry nitrogen three times, (hetero)arene (0.2 mmol, if liquid)and methoxycyclopentane (CAPE, 0.5 mL) were added with syringes under a stream of nitrogen.The resulting mixture was stirred at the corresponding temperature for the assigned time. After cooling to room temperature, the reaction mixture was concentrated and then purified by columnchromatography on silica gel to give the target product (The spectra data for the borylated compoundscan be seen in the Supplementary Material).

References:

Ding, Siyi;Wang, Linghua;Miao, Zongcheng;Li, Pengfei [Molecules,2019,vol. 24,# 7,art. no. 1434]

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