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Synlett 2003(13): 2074-2076
DOI: 10.1055/s-2003-41463
DOI: 10.1055/s-2003-41463
LETTER
© Georg Thieme Verlag Stuttgart · New York
Ultrasound-accelerated Michael Addition of Indole to α,β-Unsaturated Ketones Catalyzed by Ceric Ammonium Nitrate (CAN)
Further Information
Publication History
Received
17 July 2003
Publication Date:
08 October 2003 (online)


Abstract
Ceric ammonium nitrate efficiently catalyzes the Michael addition of indole to α,β-unsaturated carbonyl ketones by means of alkylation of indole under ultrasonic irradiation to afford the corresponding adduct in excellent yields. The substitution on the indole nucleus occurred exclusively at the 3-position, and N-alkylation products have not been observed.
Key words
ceric ammonium nitrate - ultrasound - indole - Michael reaction