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Issue 36, 2019
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B(C6F5)3-catalyzed divergent cyanosilylations of chromones dependent on temperature

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Abstract

A B(C6F5)3-catalyzed divergent cyanosilylation of chromones has been successfully realized. A variety of 4-oxochromane-2-carbonitriles were furnished as kinetic products in high yields via 1,4-cyanosilylations. An unexpected C–O bond cyanosilylation was achieved when the temperature was raised to 80 °C, affording 4-oxo-4-(2-hydroxylphenyl)but-2-enenitriles as thermodynamic products in 72–94% yields, which was confirmed by DFT results.

Graphical abstract: B(C6F5)3-catalyzed divergent cyanosilylations of chromones dependent on temperature

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Publication details

The article was received on 02 Aug 2019, accepted on 21 Aug 2019 and first published on 21 Aug 2019


Article type: Communication
DOI: 10.1039/C9OB01710K
Org. Biomol. Chem., 2019,17, 8354-8357

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    B(C6F5)3-catalyzed divergent cyanosilylations of chromones dependent on temperature

    Q. Wang, X. Feng, W. Meng and H. Du, Org. Biomol. Chem., 2019, 17, 8354
    DOI: 10.1039/C9OB01710K

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