Cobalt-Catalyzed Dual Annulation of o-Halobenzaldimine with Alkyne: A Powerful Route toward Bioactive Indenoisoquinolinones

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Title:	Cobalt-Catalyzed Dual Annulation of o-Halobenzaldimine with Alkyne: A Powerful Route toward Bioactive Indenoisoquinolinones
Authors:	謝仁傑
Keywords:	azametallacycles;cobalt;indenes;isoquinoline;zinc
Date:	2016-06-22
Issue Date:	2015-07-28 16:31:42 (UTC+8)
Publisher:	Wiley
Abstract:	A cobalt-catalyzed dual annulation reaction for the synthesis of variously substituted indenoisoquinolinones from 2-bromobenzaldehydes, amines, and methyl 2-(ethynyl)benzoates has been developed. This method could also be applied to the synthesis of an array of highly functionalized bioactive indenoisoquinolinones and their derivatives. A possible mechanism of the cobalt catalysis is proposed, involving imine formation from bromobenzaldehyde and the amine, followed by a series of oxidative addition, alkyne insertion, cyclization reactions, and carbon-carbon double-bond migration. The regioselective alkyne insertion plays an important role for the success of the second annulation.
Relation:	Chemistry 21(26), p.9544–9549
DOI:	10.1002/chem.201501152
Appears in Collections:	[Graduate Institute & Department of Chemistry] Journal Article

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