53544-25-5Relevant academic research and scientific papers
Organocatalytic Multicomponent Reactions of 1,3-Dicarbonyls for the Synthesis of Enantioenriched Heterocycles
Du, Haiying,Dudognon, Yohan,Sanchez Duque, Maria Del Mar,Goudedranche, Sébastien,Bonne, Damien,Rodriguez, Jean,Bugaut, Xavier,Constantieux, Thierry
, p. 3479 - 3503 (2016)
In this feature article, a general perspective of the research program aimed towards the preparation of polycyclic heterocycles by the means of enantioselective organocatalytic multicomponent reactions is presented. Guidelines for reaction design, including the selection of substrates and organocatalysts are discussed. For all transformations, scope and limitations are presented, along with post-functionalization to afford diversified heterocyclic scaffolds. 1 Introduction 2 Type I Products: 1,4,5,6-Tetrahydropyridines 3 Type II Products: 1,2,3,4-Tetrahydropyridines 4 Type III Products: Bridged Perhydropyridines 5 Conclusion and Perspective.
Catalytic asymmetric [3+2] cycloaddition of isomünchnones with methyleneindolinones
Wang, Kaixuan,Xu, Chaoran,Hu, Xinyue,Zhou, Yuqiao,Lin, Lili,Feng, Xiaoming
supporting information, p. 8917 - 8920 (2021/09/10)
An efficient enantioselective [3+2] cycloaddition of isomünchnones with methyleneindolinones that are generated by anin situintramolecular addition of the carbonyl group to rhodium carbenes is realized with a chiralN,N′-dioxide/Zn(ii) complex as a Lewis acid. A series of chiral oxa-bridged 3-spiropiperidines are obtained in high yields with excellent dr and excellent ee values.
O -Iodoxybenzoic Acid (IBX)-Iodine Mediated One-Pot Deacylative Sulfonylation of 1,3-Dicarbonyl Compounds: A Synthesis of β-Carbonyl Sulfones
Katrun, Praewpan,Songsichan, Teerawat,Soorukram, Darunee,Pohmakotr, Manat,Reutrakul, Vichai,Kuhakarn, Chutima
supporting information, p. 1109 - 1121 (2017/02/24)
A combination of o-iodoxybenzoic acid (IBX) and a catalytic amount of iodine is found to promote a facile one-pot deacylative sulfonylation reaction of 1,3-dicarbonyl compounds with sodium sulfinates to yield β-carbonyl sulfones. The present method provides the target products bearing a wide variety of functional groups in one step and in good yields.
Compounds and methods for treating tumors, cancer and hyperproliferative diseases
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Page/Page column 23; sheet 3, (2010/11/29)
The present invention relates to novel compounds, pharmaceutical compositions and methods for treating tumors, cancer and hyperproliferative diseases including psoriasis, genital warts and hyperproliferative cell growth diseases, including hyperproliferat
Bimolecular Cycloaddition Reactions of Isomuenchnones Derived from the Rhodium(II) Catalyzed Cyclization of Diazo Pyrrolidinones
Padwa, Albert,Hertzog, Donald L.
, p. 2589 - 2600 (2007/10/02)
Treatment of diazo substituted pyrrolidinones with a catalytic amount of rhodium(II) acetate in refluxing benzene results first in the formation of a rhodium carbenoid which then cyclizes onto the neighboring carbonyl oxygen to produce an isomuenchnone ri
Further Reactions of t-Butyl 3-Oxobutanthioate and t-Butyl 4-Diethylphosphono-3-oxobutanthioate: Carbonyl Coupling Reactions, Amination, Use in The Preparation of 3-Acyltetramic Acids and Application to The Total Synthesis of Fuligorubin A.
Ley, Steven V.,Smith, Stephen C.,Woodward, Peter R.
, p. 1145 - 1174 (2007/10/02)
Key words: Acyltetramic acid; Phosphonate; Wadsworth-Emmons; Dieckmann cyclisation; Fuligorubin A. Abstract: The use of t-butyl-3-oxobutanthioate (1) and t-butyl 4-diethylphosphono-3-oxobuthanthioate (2) for the preparation of homologated derivatives suitable for amination in the presence of silver(I) trifluoroacetate to afford the corresponding β-ketoamides is discussed.In particular Wadsworth-Emmons coupling reactions of (2) with various carbonyl compounds gave good yields of E-substituted products.Many of the β-ketoamides were shown to be suitable precursors for 3-acyltetramic acids using a Dieckman cyclisation with tetra-n-butyl ammonium fluoride as the cyclising base.These new reactions were applied to the total synthesis of the polyene 3-acyltetramic acid fuligorubin A.
Synthesis of Nitrogen-Containing Polycycles via Rhodium(II)-Induced Cyclization-Cycloaddition and Insertion Reactions of N-(Diazoacetoacetyl)amides. Conformational Control of Reaction Selectivity
Doyle, Michael P.,Pieters, Roland J.,Taunton, Jack,Pho, Hoan Q.,Padwa, Albert,et al.
, p. 820 - 829 (2007/10/02)
A series of diazoacetoacetamides, when treated with a catalytic quantity of a rhodium(II) carboxylate, were found to afford products derived from both a carbonyl ylide intermediate and intramolecular C-H insertion.With 3-(N-(diazoacetoacetyl)amino)propano
SYNTHESIS OF AZA SUBSTITUTED POLYCYCLES VIA RHODIUM (II) CARBOXYLATE INDUCED CYCLIZATION OF DIAZOIMIDES
Padwa, Albert,Hertzog, Donald L.,Chinn, Richard L.
, p. 4077 - 4080 (2007/10/02)
Treatment of several substituted diazoimide derivatives with rhodium (II) carboxylates results in nitrogen-containing cyclic carbonyl ylide formation followed by 1,3-dipolar cycloaddition.
Synthesis of N-Acylacetoacetamide using 2,2,6-Trimethyl-1,3-dioxin-4-one
Sato, Masayuki,Kanuma, Norio,Kato, Tetsuzo
, p. 1315 - 1321 (2007/10/02)
Diketene-acetone adduct (2,2,6-trimethyl-1,3-dioxin-4-one) 1 reacts with amide NH to give the corresponding N-acetoacetates 2.Formamide and basic amides such as picolinamide, on treatment with the adduct, are transformed to the N-acyl-2,6-dimethyl-4-oxo-4H-pyran-3-carboxamide (4a and 4p) together with the corresponding N-acetoacetates.Keywords--diketene-acetone adduct; 1,3-dioxin-4-one; acetylketene; diketene; acetoacetylation; 4-pyrone derivatives; N-acylacetoacetamide
