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Herein we utilized, for the first time, sodium 2-iodoxybenzoate as a highly specific oxidant for PhthNH2 to create a highly chemoselective aziridination reagent. This method efficiently effects aziridination of electron-rich, electron-deficient, allylic alcohol and alkenyl bromide C=C bonds in good to excellent yields. Inter and intramolecular chemoselectivity was demonstrated between electron-rich and electron-deficient alkenes by using this efficient and metal free protocol.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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A palladacycle-catalyzed diastereo- and enantioselective stepwise double hydrophosphination of bis(enones) with PhPH2 has been developed, allowing intermolecular construction of chiral tertiary bulky P-heterocycles in one pot in high yields. A catalytic cycle for the reaction is proposed as well.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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One-pot synthesis of 3-aza-6,10-diaryl-2-oxa-spiro[4.5]decane-1,4,8-trione from 1,5-diaryl-1,4-pentadien-3-one can be carried out in good yields at 50 C under ultrasound irradiation. This method provided several advantages such as simple work-up procedure, shorter reaction time and higher yield.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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In an effort to improve upon a literature synthesis of bis[tris(o-tolyl) phosphine]palladium(0) (1) from tris(o-tolyl)phosphine and Pd 2(dba)3, we instead isolated a new compound which proved to have the composition Pd(dba)[P(o-Tol)3]2 (2), upon analysis by X-ray crystallography. While this is not the first known palladium compound containing both dba and phosphine ligands, it is, to our knowledge, the first containing dba and tris(o-tolyl)phosphine. This is significant, because mixtures of Pd2(dba)3 and tris(o-tolyl)phosphine are routinely used in cross-coupling protocols, and palladium complexes containing dba and tris(o-tolyl)phosphine have been cited as intermediates in organometallic and polymerization reactions. The most interesting crystallographic parameter for 2 is an abnormally long Pd-P bond length of 2.388(1) A, which we believe is the cause of this complex’s metastability. We also present an alternative synthesis of 1 that does not require a large excess of phosphine.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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A simple and efficient protocol has been developed for the synthesis of 3-aroylimidazopyridines via copper(II) acetate-catalyzed aerobic oxidative amination. A library of 3-aroylimidazopyridines was synthesized from readily accessible chalcones and 2-aminopyridines with high yields and regioselectivity. The reaction proceeds through a tandem Michael addition followed by an intramolecular oxidative amination. The successful application of this methodology for a gram-scale reaction indicates its potential for bulk synthesis.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Chalcones made easy: Carbonylative Heck reactions of aryl and alkenyl triflate derivatives with carbon monoxide and aromatic olefins proceed in the presence of palladium catalysts (see scheme; dppp=1,3-bis(diphenylphosphino) propane, Tf=triflate; R=aryl, vinyl). With this process, the gap between the Suzuki and Sonogashira carbonylative reactions is finally bridged. “Chemical equation presented”

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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A highly enantioselective catalytic double-Michael addition reaction of substituted benzofuran-2-ones with divinyl ketones promoted by readily accessible tertiary amine-thiourea Cinchona alkaloids has been developed. A number of optically enriched spirocyclic benzofuran-2-ones were prepared in very good yields (up to 99 %), diastereoselectivities (up to 19:1 d.r.), and very good enantioselectivities (up to 92 % ee). Density functional theory (DFT) calculations were performed to investigate the origin of stereoselectivity. A double take: A highly enantioselective catalytic double-Michael addition reaction of substituted benzofuran-2-ones with divinyl ketones promoted by readily accessible tertiary amine-thiourea Cinchona alkaloids has been developed. A number of optically enriched spirocyclic benzofuran-2-ones were prepared in very good yields (up to 99 %), diastereoselectivities (up to 19:1 d.r.), and very good enantioselectivities (up to 92 % ee).

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Dibenzalacetones 1a-c reacted with cyanothioacetamide (2) to give the new styrylpyridinethione derivatives 3a-c which were used as the starting materials for the synthesis of other several heterocyclic compounds. Reactions with chloroacetone (4), N-arylmaleimides 7a,b, and ethyl iodide gave 2-S-acetonyl pyridines 5a-c, pyrrolo[3,4-f]quinolines 9a-f, and 2-S-ethylpyridines 11a-c, respectively. Several cycloaddition reactions were carried out on 3a-c, 5a-c, and 6a-c with dienophiles 7a,b, to afford the corresponding cycloadducts 9a-f, 10a-f, and 8a-f, respectively. Structures were established based on elemental analyses and spectral data. The antimicrobial activity of the newly synthesized compounds was tested.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Arylation of K2 with Mg(C6F3H2)Br in tetrahydrofuran-dioxane and subsequent addition of either benzonitrile or dibenzylideneacetone (dba) in diethyl ether leads to the formation of labile complexes or respectively.A number of -type complexes have been prepared by addition of the corresponding neutral ligand to chloroform solutions of .Proton, 19F, and 31P n.m.r. data for all the square-planar palladium(II) complexes have been collected and 31P-<1H> spectra show that they are the cis isomers.The complex reacts with NMe4Cl to give 2 and treatment of this with the appropriate alkali-metal salt (KBr, NaI, or KSCN) leads to 2 (X = Br, I, or SCN).The behaviour of the binuclear anions in the solvents acetone and dimethyl sulphoxide has been studied by 19F n.m.r. spectroscopy.The crystal structure of 2<(C6F3H2)2Pd(mu-SCN)(mu-NCS)Pd(C6F3H2)2> has been solved and refined to R = 0.040 based on 3384 observed reflections, confirming the existence of centrosymmetric binuclear anions where the Pd atoms have square-planar co-ordination .

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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A reaction of gamma-silyl allylic alcohol and its ether with ozone provides synthetically versatile alpha-formyl silyl peroxide in good yield without normal fission of carbon-carbon double bond. Thus, the provided silyl peroxide serves as a good precursor for the stereochemically defined triol derivative via alkylation and reduction of peroxide moiety.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate