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
| Autor: | Utpal Bora, Abhijit Mahanta, Ashim Jyoti Thakur, Anurag Dutta |
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| Rok vydání: | 2021 |
| Předmět: |
010405 organic chemistry
Chemistry Aryl Pharmaceutical Science Substrate (chemistry) Management Monitoring Policy and Law 010402 general chemistry 01 natural sciences Pollution Yeast 0104 chemical sciences Catalysis Hydroxylation chemistry.chemical_compound Biocatalysis Environmental Chemistry Organic chemistry Phenols Bond cleavage |
| Zdroj: | Sustainable Chemistry and Pharmacy. 19:100363 |
| ISSN: | 2352-5541 |
| DOI: | 10.1016/j.scp.2020.100363 |
| Popis: | This work shows the application of a cheap biocatalyst, Baker's Yeast, towards quick, water mediated, chemoselective, oxidative hydroxylation of aryl/heteroarylboronic 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/heteroaryl boronic 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 °C) and under weakly acidic conditions (pH ~ 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. |
| Databáze: | OpenAIRE |
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