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The electroreductive coupling of 2-acylbenzoates with acrylonitrile in the presence of TMSCl and successive treatment with 1 M HCl gave 2-cyanonaphthalen-1-ols or 3-(3-cyanoethyl)phthalides. On the other hand, the reaction of… Click to show full abstract
The electroreductive coupling of 2-acylbenzoates with acrylonitrile in the presence of TMSCl and successive treatment with 1 M HCl gave 2-cyanonaphthalen-1-ols or 3-(3-cyanoethyl)phthalides. On the other hand, the reaction of 2-acylbenzoates with methyl vinyl ketone under the same conditions produced 3-(3-oxobutyl)phthalides as the sole products. What determines the product selectivity was studied using DFT calculations.
Keywords:
electroreductive coupling;
product selectivity;
coupling acylbenzoates
Journal Title: Beilstein Journal of Organic Chemistry
Year Published: 2022
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Journal Title: Beilstein Journal of Organic Chemistry
Year Published: 2022
Link to full text (if available)
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recommendations!