Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 348, Issue 7-8, Pages 867-872Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200505415
Keywords
cyanosilylation; indoles; nanocrystalline titanium(IV) oxide; recycling; tandem reactions; alpha,beta-unsaturated ketones
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Nanocrystalline titanium(IV) oxide was found to be an efficient heterogeneous catalyst for the conjugate 1,4-addition of indoles with alpha,beta-unsaturated ketones to afford beta-indolyl ketones in excellent yields. The subsequent catalytic 1,2-addition of Me3SiCN to carbonyl compounds can be performed in one pot with moderate to good yields. Low sensitivity towards traces of moisture and high tolerance of different functional groups make nanocrystalline titanium(IV) oxide suitable for carrying out multi-step synthetic sequences.
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