Synthesis of 3-Substituted Indole by AlCl3 Promoted Reaction of α,β-Unsaturated Ketone with Indole

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Title:	Synthesis of 3-Substituted Indole by AlCl3 Promoted Reaction of α,β-Unsaturated Ketone with Indole
Authors:	Lee, Shih-yuan
Keywords:	Friedel–Crafts reaction Michael reaction;3-Substituted indole;β,γ-Unsaturated ketone;α,β-Unsaturated ketone
Date:	2014-03-27
Issue Date:	2017-10-13 02:10:21 (UTC+8)
Publisher:	Springer
Abstract:	A one-pot Lewis acid-promoted reaction condition of β,γ-unsaturated ketone with indole was developed for the synthesis of 3-substituted indoles with moderate to good yields. A Lewis acid such as AlCl3 was shown to be a promising promoter for in situ isomerization of β,γ-unsaturated ketone to its corresponding α,β-unsaturated ketone, then undergoing Friedel–Crafts Michael addition reaction with indole to afford 3-substituted indole.
Relation:	Research on Chemical Intermediates 40,　p.2277-2285
DOI:	10.1007/s11164-014-1605-x
Appears in Collections:	[Graduate Institute & Department of Chemistry] Journal Article

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