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Organocatalytic cyanosilylation of carbonyl compounds by tetrabutylammonium phthalimide-N-oxyl

Paper ID Volume ID Publish Year Pages File Format Full-Text
52955 46892 2009 4 PDF Available
Title
Organocatalytic cyanosilylation of carbonyl compounds by tetrabutylammonium phthalimide-N-oxyl
Abstract

Tetrabutylammonium phthalimide-N-oxyl (TBAPINO) was found to catalyze trimethylsilyl cyanide addition to a variety of aldehydes and ketones in high to excellent yields. The reaction proceeds smoothly under mild conditions by employing 1.0 mol% of the organocatalyst at room temperature within very short reaction times. Due to the high solubility of the tetrabutylammonium phthalimide-N-oxyl in organic solvents, a significant improvement in the catalytic activity of the phthalimide-N-oxyl (PINO) nucleophile was observed.

Keywords
Cyanosilylation; Organocatalysis; Tetrabutylammonium phthalimide-N-oxyl; Carbonyl compounds; Solvent effects
First Page Preview
Organocatalytic cyanosilylation of carbonyl compounds by tetrabutylammonium phthalimide-N-oxyl
Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 10, Issue 5, 25 January 2009, Pages 582–585
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis