4.6 Article

Biocatalysis with Baker's yeast: A green and sustainable approach for C-B bond cleavage of aryl/heteroarylboronic acids and boronate esters at room temperature

期刊

SUSTAINABLE CHEMISTRY AND PHARMACY
卷 19, 期 -, 页码 -

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ELSEVIER
DOI: 10.1016/j.scp.2020.100363

关键词

Ipso-hydroxylation; Baker's yeast; Biocatalyst; Green parameters; Water

资金

  1. DST, India [INT/BLG/P-15/2019]
  2. Department of Science and Technology (DST), India [DST/INSPIRE Fellowship/[IF160036]]

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This study demonstrates the use of inexpensive Baker's Yeast as a biocatalyst in the oxidative hydroxylation of aryl/heteroarylbomnic acids at room temperature. The reaction is easy to follow, with high product yields.
This work shows the application of a cheap biocatalyst, Baker's Yeast, towards quick, water mediated, chemo-selective, oxidative hydroxylation of aryl/heteroarylbomnic acids and arylboronate esters at room temperature, in a metal and ligand free condition, without the addition of external base or acid. A total of eighteen (18) different types of aryl/hetemaryl bomnic acids and arylboronate esters were studied for the applicability of this protocol and the resultant phenols were formed in excellent yields (85-97% isolated). The reaction procedure is easy to follow and takes place at room temperature (25-28 degrees C) and under weakly acidic conditions (pH(similar to) 6). Baker's Yeast is a fairly stable substrate, bearing considerably good shelf life. Commercially available Baker's Yeast is very cheap and is required in very less amount (5 mg per mmol of arylboronic acid). Thus, economic viability, easy availability of catalyst and ease of handling the reaction, make this an efficient and facile methodology for the synthesis of diversified phenols.

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