scholarly journals Catalyst-free room-temperature iClick reaction of molybdenum(ii) and tungsten(ii) azide complexes with electron-poor alkynes: structural preferences and kinetic studies

2017 ◽  
Vol 46 (39) ◽  
pp. 13386-13396 ◽  
Author(s):  
Paul Schmid ◽  
Matthias Maier ◽  
Hendrik Pfeiffer ◽  
Anja Belz ◽  
Lucas Henry ◽  
...  
Keyword(s):  
Room Temperature ◽  
Cycloaddition Reaction ◽  
Kinetic Studies ◽  
Catalyst Free ◽  
Structural Preferences ◽  
And Tungsten

The azide complexes [M(η3-allyl)(N3)(bpy)(CO)2] with M = Mo, W smoothly react in a [3 + 2] cycloaddition reaction with electron-poor alkynes.

scholarly journals Combined experimental and theoretical studies of regio- and stereoselectivity in reactions of β-isoxazolyl- and β-imidazolyl enamines with nitrile oxides

2016 ◽  
Vol 12 ◽  
pp. 2390-2401 ◽  
Author(s):  
Ilya V Efimov ◽  
Marsel Z Shafikov ◽  
Nikolai A Beliaev ◽  
Natalia N Volkova ◽  
Tetyana V Beryozkina ◽  
...  
Keyword(s):  
Room Temperature ◽  
Cycloaddition Reaction ◽  
Theoretical Studies ◽  
Dispersion Correction ◽  
Dioxane Solution ◽  
Theoretical Methods ◽  
Effective Catalyst ◽  
Nitrile Oxides ◽  
Catalyst Free ◽  
Experimental And Theoretical Studies

Reactions of β-azolyl enamines and nitrile oxides were studied by both experimental and theoretical methods. (E)-β-(4-Nitroimidazol-5-yl), (5-nitroimidazol-4-yl) and isoxazol-5-yl enamines smoothly react regioselectively at room temperature in dioxane solution with aryl, pyridyl, and cyclohexylhydroxamoyl chlorides without a catalyst or a base to form 4-azolylisoxazoles as the only products in good yields. The intermediate 4,5-dihydroisoxazolines were isolated as trans isomers during the reaction of (E)-β-imidazol-4-yl enamines with aryl and cyclohexylhydroxamoyl chlorides. Stepwise and concerted pathways for the reaction of β-azolyl enamines with hydroxamoyl chlorides were considered and studied at the B3LYP/Def2-TZVP level of theory combined with D3BJ dispersion correction. The reactions of benzonitrile oxide with both E- and Z-imidazolyl enamines have been shown to proceed stereoselectively to form trans- and cis-isoxazolines, respectively. The preference of E-isomers over Z-isomers, driven by the higher stability of the former, apparently controls the stereoselectivity of the investigated cycloaddition reaction with benzonitrilе oxide. Based on the reactivity of azolyl enamines towards hydroxamoyl chlorides, a novel, effective catalyst-free method was elaborated to prepare 4-azolyl-5-substituted isoxazoles that are otherwise difficult to obtain.

Visible-light-initiated Catalyst-free Oxidative Cleavage of Triaryl-Substituted Alkenes C=C Bonds under Ambient Conditions

2021 ◽  
Author(s):  
Wenjing Li ◽  
Shun Li ◽  
Lihua Luo ◽  
Yichen Ge ◽  
Jiaqi Xu ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Ambient Air ◽  
Oxidative Cleavage ◽  
Ambient Conditions ◽  
Blue Led ◽  
Catalyst Free

The catalyst-free oxidative cleavage of (Z)-triaryl-substituted alkenes bearing pyridyl motif with ambient air under irradiation of blue LED at room temperature has been developed. The reaction was facile and scalable,...

An efficient construction of CN bond under catalyst‐free and room temperature conditions

2021 ◽  
Vol 58 (5) ◽  
pp. 1179-1191
Author(s):  
Jinpeng Zhang ◽  
Jing Liu ◽  
Lei Dai ◽  
Yuqian Ge ◽  
Linlin Xu ◽  
...  
Keyword(s):  
Room Temperature ◽  
Catalyst Free ◽  
Temperature Conditions ◽  
Efficient Construction

K2S2O8 activation by glucose at room temperature for synthesis and functionalization of heterocycles in water

2021 ◽  
Author(s):  
Joydev K. Laha ◽  
Mandeep Kaur Hunjan
Keyword(s):  
Organic Synthesis ◽  
Radical Anion ◽  
Room Temperature ◽  
Kinetic Studies ◽  
Sulfate Radical ◽  
Persulfate Activation ◽  
Sulfate Radical Anion

While persulfate activation at room temperature using glucose is primarily focused on kinetic studies of sulfate radical anion, utilization of this protocol in organic synthesis is rarely demonstrated. We reinvestigated...

scholarly journals Tricarbonyl triazolato Re(i) compounds of pyridylbenzimidazole ligands: spectroscopic and antimicrobial activity evaluation

RSC Advances ◽  
2021 ◽  
Vol 11 (37) ◽  
pp. 22715-22722
Author(s):  
Ahmed M. Mansour
Keyword(s):  
Antimicrobial Activity ◽  
Cycloaddition Reaction ◽  
Catalyst Free ◽  
Activity Evaluation

The antimicrobial activity and solvatochromism properties of mono- and binuclear tricarbonyl triazolato Re(i) complexes of pyridylbenzimidazole, formed by catalyst-free [3+2] cycloaddition reaction, were examined.

A Catalyst-Free Cycloaddition Reaction: Access to Spiro[chroman-3,2’-indene-1’,3’-dione] Scaffolds

2017 ◽  
Vol 2 (35) ◽  
pp. 11380-11383 ◽  
Author(s):  
Yuzhe Han ◽  
Yingzu Zhu ◽  
Pangmiaomiao Zhang ◽  
Wenjun Li ◽  
Pengfei Li
Keyword(s):  
Cycloaddition Reaction ◽  
Catalyst Free

Alkene Difunctionalization Directed by Free Amines: Diamine Synthesis via Nickel-Catalyzed 1,2-Carboamination

2021 ◽  
Author(s):  
Taeho Kang ◽  
José Manuel González ◽  
Zi-Qi Li ◽  
Klement Foo ◽  
Peter Cheng ◽  
...  
Keyword(s):  
Nickel Catalyst ◽  
Room Temperature ◽  
Kinetic Studies ◽  
Fine Tuning ◽  
Secondary Amines ◽  
Protecting Group ◽  
Wide Range ◽  
Leaving Group ◽  
Primary And Secondary Amines ◽  
Reaction Proceeds

A versatile method to access differentially substituted 1,3- and 1,4-diamines via a nickel-catalyzed three-component 1,2-carboamination of alkenyl amines with aryl/alkenylboronic ester nucleophiles and N–O electrophiles is reported. The reaction proceeds efficiently with free primary and secondary amines without needing a directing auxiliary or protecting group, and is enabled by fine-tuning the leaving group on the N–O reagent. The transformation is highly regioselective and compatible with a wide range of coupling partners and alkenyl amine substrates, all performed at room temperature. A series of kinetic studies support a mechanism in which alkene coordination to the nickel catalyst is turnover-limiting.

scholarly journals Enhancing the reactivity of 1,2-diphospholes in cycloaddition reactions

2015 ◽  
Vol 11 ◽  
pp. 169-173 ◽  
Author(s):  
Almaz Zagidullin ◽  
Vasili Miluykov ◽  
Elena Oshchepkova ◽  
Artem Tufatullin ◽  
Olga Kataeva ◽  
...  
Keyword(s):  
Room Temperature ◽  
Cycloaddition Reaction ◽  
Alder Reaction ◽  
Diels Alder ◽  
Alkyl Halides ◽  
Ethyl Iodide ◽  
Para Position ◽  
Cycloaddition Reactions ◽  
Diels Alder Reaction ◽  
Heating Up

Two different approaches have been employed to enhance the reactivity of 1-alkyl-1,2-diphospholes – the introduction of electron-withdrawing groups either at the phosphorus atoms or in the para-position of the arene ring. The alkylation of sodium 1,2-diphospha-3,4,5-triphenylcyclopentadienide with alkyl halides Hal-CH2-R (R = CN, COOEt, OMe, CH2OEt) results in corresponding 1-alkyl-3,4,5-triphenyl-1,2-diphospholes (alkyl = CH2CN (1a), CH2COOEt (1b), CH2OMe (1c), and (CH2)2OEt (1d)), which spontaneously undergo the intermolecular [4 + 2] cycloaddition reactions at room temperature to form the mixture of the cycloadducts, 2a–c, respectively. However the alkylation of sodium 1,2-diphospha-3,4,5-tri(p-fluorophenyl)cyclopentadienide with ethyl iodide leads to stable 1-ethyl-3,4,5-tris(p-fluorophenyl)-1,2-diphosphole (1e), which forms the [4 + 2] cycloadduct 2,3,4,4a,5,6-hexa(p-fluorophenyl)-1-ethyl-1,7,7a-triphospha-4,7-(ethylphosphinidene)indene (2e) only upon heating up to 60 °C. With further heating to 120 °C with N-phenylmaleimide, the cycloadducts 2a–c and 2e undergo the retro-Diels–Alder reaction and form only one product of the [4 + 2] cycloaddition reaction 3a–с, 3e with good yields up to 65%.

ChemInform Abstract: A Catalyst-Free N-Benzyloxycarbonylation of Amines in Aqueous Micellar Media at Room Temperature.

ChemInform ◽  
2008 ◽  
Vol 39 (47) ◽  
Author(s):  
Janhavi J. Shrikhande ◽  
Manoj B. Gawande ◽  
Radha V. Jayaram
Keyword(s):  
Room Temperature ◽  
Micellar Media ◽  
Catalyst Free
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