Letter
Gold-Catalyzed Intramolecular Carbocyclization of Alkynyl Ketones Leading to Highly Substituted Cyclic Enones
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Abstract

The reaction of the internal alkynyl ketones 1 (n = 1) under the combined catalyst, AuCl3 and AgSbF6, gave the enones 2 in good to high yields, whereas that of the terminal alkynyl ketones 1 (n = 0) under the combined catalyst, AuCl3 and AgOTf, afforded the cyclic enones 3.
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This article has been cited by 22 ACS Journal articles (5 most recent appear below).

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Iron-Catalyzed Synthesis of Functionalized 2H-Chromenes via Intramolecular Alkyne−Carbonyl Metathesis
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Synthesis of 2-Phenylnaphthalenes through Gold-Catalyzed Dimerization via a Highly Selective Carbon Nucleophile Pathway
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Sinan Wang, Lei Zhang, Xiao Ding, Yu Zhou, Jinfang Wang, Hualiang Jiang, and Hong LiuThe Journal of Organic Chemistry2011 Article ASAPA protocol for the facile synthesis of 2-phenylnaphthalene has been developed. The benzyl carbon acts as a nucleophilic center in the presence of the amide nitrogen and acetate oxygen, affording the selective formation of a naphthalene scaffold through ...

Synthesis of (±)-7-Hydroxylycopodine
Hong-Yu Lin and Barry B. SniderOrganic Letters2011 13 (5), 1234-1237Synthesis of (±)-7-Hydroxylycopodine
Hong-Yu Lin and Barry B. SniderOrganic Letters2011 13 (5), 1234-1237A six step synthesis of (±)-7-hydroxylycopodine has been achieved in 5% overall yield. In the key step, a Prins cyclization of a bicyclic keto alkyne in 60% H2SO4 forms a tricyclic dihydroxy amino ketone.

Tandem Synthesis of 2,3-Dihydro-4-iminoquinolines via Three-Component Alkyne-Imine Metathesis
Akio Saito, Jun Kasai, Tomoyo Konishi, and Yuji HanzawaThe Journal of Organic Chemistry2010 75 (20), 6980-6982Tandem Synthesis of 2,3-Dihydro-4-iminoquinolines via Three-Component Alkyne-Imine Metathesis
Akio Saito, Jun Kasai, Tomoyo Konishi, and Yuji HanzawaThe Journal of Organic Chemistry2010 75 (20), 6980-6982In the absence of any catalysts, ortho-alkynylanilines react with aldehydes and amines in HFIP to form trans-2,3-disubstituted 2,3-dihydro-4-iminoquinolines in a complete trans-selective manner via the three-component alkyne-imine metathesis.
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History
- Published In Issue December 06, 2007
- Received October 11, 2007
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