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CAS 388116-27-6

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Indole-4-boronic acid pinacol ester

Description:
Indole-4-boronic acid pinacol ester is an organoboron compound characterized by the presence of both an indole moiety and a boronic acid functional group, which is esterified with pinacol. This compound typically exhibits a white to off-white crystalline appearance and is soluble in organic solvents such as dichloromethane and ethanol. It is known for its utility in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, where it serves as a versatile building block for the formation of carbon-carbon bonds. The boronic acid functionality allows for the formation of stable complexes with diols and is crucial in various applications, including medicinal chemistry and materials science. Additionally, the indole structure contributes to its biological activity, making it of interest in pharmaceutical research. As with many boronic acids, care should be taken in handling due to potential reactivity with moisture and air, which can lead to hydrolysis. Overall, Indole-4-boronic acid pinacol ester is a valuable compound in synthetic organic chemistry.
Formula:C14H18BNO2
InChI:InChI=1/C14H18BNO2/c1-13(2)14(3,4)18-15(17-13)11-6-5-7-12-10(11)8-9-16-12/h5-9,16H,1-4H3
SMILES:CC1(C)C(C)(C)OB(c2cccc3c2cc[nH]3)O1
Synonyms:
  • 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
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