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Journal ArticleDOI

An efficient synthesis of 2-aryl-1,4-diketones via hydroacylation of enones

TLDR
In this article, an improved method was developed for the hydroacylation of enones with aldehydes employing bis-5-(2-hydroxyethyl)-1,3-thiazolium bromide/Et3N system to afford the corresponding 1,4-diketones in good yields.
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This article is published in Tetrahedron Letters.The article was published on 2012-03-28. It has received 9 citations till now. The article focuses on the topics: Hydroacylation & Stetter reaction.

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Citations
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Journal ArticleDOI

Diastereoselective Radical Hydroacylation of Alkylidenemalonates with Aliphatic Aldehydes Initiated by Photolysis of Hypervalent Iodine(III) Reagents.

TL;DR: The reaction is initiated by the photolysis of hypervalent iodine(III) reagents under mild, metal-free conditions, and is the first example of diastereoselective addition of acyl radicals to olefins to afford chiral ketones in a highly stereoselectives fashion.
Journal ArticleDOI

Design, synthesis and anti-mycobacterial activity of 1,2,3,5-tetrasubstituted pyrrolyl-N-acetic acid derivatives

TL;DR: A novel synthesis of highly substituted pyrrole-N-acetic derivatives is described through the coupling of 1,4-diketones with amino acids following Paal-Knorr's approach, found to exhibit potent anti-mycobacterial activity against Mycobacterium smegmatis and Myc Cobacterium tuberculosis strain H37Rv.
Journal ArticleDOI

The Cs2CO3–Catalyzed Reaction of 2-Oxindoles with Enones for the Preparation of Indolin-3-Ones and Their Further Transformation

TL;DR: The Cs2CO3-catalyzed reaction of 2-oxindoles with enones affords 2,2-disubstituted indolin-3-ones through domino "Michael addition-oxidation-ring-cleavage-C-N coupling" process, which can be further transformed to pyridazine, azirdine-fused 3-ox indoles, 4-quinolone derivatives easily.
Journal ArticleDOI

Hypervalent iodine(III) catalyzed radical hydroacylation of chiral alkylidenemalonates with aliphatic aldehydes under photolysis

TL;DR: In this article, a photolysis of hypervalent iodine(III) catalyzed diastereoselective radical hydroacylation of alkylidenemalonates bearing (−)-8-phenylmenthol as a chiral auxiliary with aliphatic aldehydes is realized.
Journal ArticleDOI

Design and synthesis of novel triazole linked pyrrole derivatives as potent Mycobacterium tuberculosis inhibitors

TL;DR: Among various compounds, 7g and 7l were identified as leads with minimum inhibitory concentration value 0.78 (μg/mL), which are more effective than standard drugs such as pyrazinamide, ethambutol, and ciprofloxacin and less active than isoniazid and rifampicin.
References
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Journal ArticleDOI

Catalyzed Addition of Aldehydes to Activated Double Bonds—A New Synthetic Approach

TL;DR: In the presence of cyanide ions as catalyst, aromatic and heterocyclic aldehydes can be smoothly added to α,β-unsaturated ketones, esters and nitriles in aprotic solvents to form γ-diketones, 4-oxo carboxylic esters, and 4-oxy-nitriles as mentioned in this paper.
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A highly enantioselective catalytic intramolecular Stetter reaction

TL;DR: A family of chiral triazolium salts has been developed for inducing the asymmetric intramolecular Stetter reaction, with optimal results, with the product keto esters formed in 82-97% ee and very good chemical yield.
Journal ArticleDOI

Enantioselective Synthesis of Quaternary Stereocenters via a Catalytic Asymmetric Stetter Reaction

TL;DR: A new electron-deficient chiral triazolium salt has been shown to catalyze the formation of quaternary stereocenters by an asymmetric intramolecular Stetter reaction, allowing for functional group relationships that are particularly difficult to access by other methods.
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An efficient synthesis of achiral and chiral 1,2,4-triazolium salts: bench stable precursors for N-heterocyclic carbenes.

TL;DR: The synthesis of a variety of triazolyl N-heterocyclic carbene precursors is described, which commence from commercially available amino acids and proceed in 44-68% overall yields.
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