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Indium-mediated coupling of aldehydes with prop-2-ynyl bromides in aqueous media

โœ Scribed by Isaac, Methvin B.; Chan, Tak-Hang

Book ID
119958323
Publisher
The Royal Society of Chemistry
Year
1995
Tongue
English
Weight
173 KB
Volume
10
Category
Article
ISSN
0022-4936

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Indium-mediated reaction of acyl cyanides 1 with prop-2-ynyl bromides 2 in aqueous media occurs regioselectively to afford either allenic 3 or propargylic ketones 4 depending on the g-substituent of the prop-2-ynyl bromide under the mild conditions.

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The carbon-carbon bond formation reaction of aromatic carbonyl compounds was performed with indium in neutral aqueous media using sonication affording the corresponding dials in moderate to good yields.