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One-Pot Synthesis of cis-Isoquinolonic Acid Derivatives via Three-Component Reaction of Homophthalic Anhydride with Aldehydes and Amines using Ytterbium(III) Triflate as Catalyst

✍ Scribed by Limin Wang; Jijun Liu; He Tian; Changtao Qian; Jie Sun


Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
92 KB
Volume
347
Category
Article
ISSN
1615-4150

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✦ Synopsis


Ytterbium(III) triflate efficiently catalyzes the one-pot reaction of homophthalic anhydride with aldehydes and amines at ambient temperature to afford the corresponding cis-isoquinolonic acid derivatives in good to excellent yields with high diastereoselectivity. This method provides a novel and much improved modification of the three-component reaction in terms of mild reaction conditions, short reaction times, clean reaction profiles, small quantity of catalyst, and simple work-up procedure. Another important feature of this method is that the catalyst can be easily recovered from the aqueous layer after the reaction and can be reused with no loss of activity.