Synthesis and Reduction of α-Fluoroacetonitriles

Mukesh      P. Shewalkar; B. Veera      Bhadra Reddy; Devanand      B. Shinde

doi:10.2174/157017861203150303114411

Abstract

A scalable approach for the cyanosilation of benzaldehydes and acetophenones using indium trichloride, a versatile, user friendly catalyst is developed. Cyanohydrin trimethylsilyl ethers are converted in the same pot to α-fluorophenyl acetonitriles which are efficiently reduced to their corresponding amines using sodium borohydride in presence of cerium trichloride.

Keywords: Cyanohydrin silyl ether, indium trichloride, α-fluorophenyl acetonitrile, sodium borohydride, cerium trichloride, DAST.

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Letters in Organic Chemistry

Title:Synthesis and Reduction of α-Fluoroacetonitriles

Volume: 12 Issue: 3

Author(s): Mukesh P. Shewalkar, B. Veera Bhadra Reddy and Devanand B. Shinde

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Keywords: Cyanohydrin silyl ether, indium trichloride, α-fluorophenyl acetonitrile, sodium borohydride, cerium trichloride, DAST.

Abstract: A scalable approach for the cyanosilation of benzaldehydes and acetophenones using indium trichloride, a versatile, user friendly catalyst is developed. Cyanohydrin trimethylsilyl ethers are converted in the same pot to α-fluorophenyl acetonitriles which are efficiently reduced to their corresponding amines using sodium borohydride in presence of cerium trichloride.

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P. Shewalkar Mukesh, Bhadra Reddy B. Veera and B. Shinde Devanand, Synthesis and Reduction of α-Fluoroacetonitriles, Letters in Organic Chemistry 2015; 12 (3) . https://dx.doi.org/10.2174/157017861203150303114411

DOI https://dx.doi.org/10.2174/157017861203150303114411	Print ISSN 1570-1786
Publisher Name Bentham Science Publisher	Online ISSN 1875-6255