Bifunctional organocatalysts for the conversion of CO2, epoxides and aryl amines to 3-aryl-2-oxazolidinones

2019 ◽  
Vol 17 (14) ◽  
pp. 3497-3506 ◽  
Author(s):  
Ya-Fei Xie ◽  
Cheng Guo ◽  
Lei Shi ◽  
Bang-Hua Peng ◽  
Ning Liu
Keyword(s):  
Three Component Reaction ◽  
Aryl Amines

A route to synthesize 3-aryl-2-oxazolidinones is developed, which is achieved through a three component reaction between CO2, aryl amines, and epoxides with a binary organocatalytic system composed of organocatalysts and DBU (1,8-diazabicyclo[5.4.0]undec-7-ene).

Copper(ii) triflate catalyzed three-component reaction for the synthesis of 2,3-diarylquinoline derivatives using aryl amines, aryl aldehydes and styrene oxides

2021 ◽  
Vol 19 (14) ◽  
pp. 3255-3262
Author(s):  
Saghir Ali ◽  
Abu T. Khan
Keyword(s):  
Aryl Aldehydes ◽  
Three Component Reaction ◽  
Aryl Amines

An efficient and expedient synthetic protocol is reported for the synthesis of 2,3-diarylquinoline derivatives from readily available aryl amines, aryl aldehydes and styrene oxides using 10 mol% copper(ii) triflate by employing three-component reaction.

Three-Component Reaction of Aldose Sugars, Aryl Amines, and 1,3-Diones:  A Novel Synthesis of Annulated Pyrroles

2008 ◽  
Vol 73 (8) ◽  
pp. 3252-3254 ◽  
Author(s):  
Jhillu S. Yadav ◽  
Basi V. Subba Reddy ◽  
Mende Srinivas ◽  
Chitteti Divyavani ◽  
Shaik Jeelani Basha ◽  
...  
Keyword(s):  
Novel Synthesis ◽  
Three Component Reaction ◽  
Aryl Amines

Metal-free synthesis of quinoline-2,4-dicarboxylate derivatives using aryl amines and acetylenedicarboxylates through pseudo three-component reaction

2021 ◽  
Author(s):  
Saghir Ali ◽  
Abu Taleb Khan
Keyword(s):  
Molecular Iodine ◽  
One Pot ◽  
Metal Free ◽  
Three Component Reaction ◽  
Aryl Amines

An efficient, useful and one-pot protocol for the synthesis of quinoline-2,4-dicarboxylate scaffolds is accomplished from aryl amines and dimethyl/diethyl acetylenedicarboxylates using 20 mol% molecular iodine as a catalyst in acetonitrile...

Radical Capture at Ni(II) Complexes: C-C, C-N, and C-O Bond Formation

2019 ◽  
Author(s):  
Abolghasem (Gus) Bakhoda ◽  
Stefan Wiese ◽  
Christine Greene ◽  
Bryan C. Figula ◽  
Jeffery A. Bertke ◽  
...  
Keyword(s):  
Functional Groups ◽  
Bond Formation ◽  
Dft Studies ◽  
Bond Forming ◽  
Aryl Amines ◽  
Shed Light ◽  
Competing Pathways

<p>The dinuclear b-diketiminato Ni<sup>II</sup><i>tert</i>-butoxide {[Me<sub>3</sub>NN]Ni}<sub>2</sub>(<i>μ</i>-O<i><sup>t</sup></i>Bu)<sub>2 </sub>(<b>2</b>), synthesized from [Me<sub>3</sub>NN]Ni(2,4-lutidine) (<b>1</b>) and di-<i>tert</i>-butylperoxide, is a versatile precursor for the synthesis of a series of Ni<sup>II</sup>complexes [Me<sub>3</sub>NN]Ni-FG to illustrate C-C, C-N, and C-O bond formation at Ni<sup>II </sup>via radicals. {[Me<sub>3</sub>NN]Ni}<sub>2</sub>(<i>μ</i>-O<i><sup>t</sup></i>Bu)<sub>2 </sub>reacts with nitromethane, alkyl and aryl amines, acetophenone, benzamide, ammonia and phenols to deliver corresponding mono- or dinuclear [Me<sub>3</sub>NN]Ni-FG species (FG = O<sub>2</sub>NCH<sub>2</sub>, R-NH, ArNH, PhC(O)NH, PhC(O)CH<sub>2</sub>, NH<sub>2</sub>and OAr). Many of these Ni<sup>II </sup>complexes are capable of capturing the benzylic radical PhCH(•)CH<sub>3 </sub>to deliver corresponding PhCH(FG)CH<sub>3 </sub>products featuring C-C, C-N or C-O bonds. DFT studies shed light on the mechanism of these transformations and suggest two competing pathways that depend on the nature of the functional groups. These radical capture reactions at [Ni<sup>II</sup>]-FG complexes outline key C-C, C-N, and C-O bond forming steps and suggest new families of nickel radical relay catalysts.</p>

Visible Light-Induced Sulfonylation/Arylation of Styrenes in a Double Radical Three-Component Photoredox Reaction

2019 ◽  
Author(s):  
Benjamin Lipp ◽  
Lisa Marie Kammer ◽  
Murat Kucukdisli ◽  
Adriana Luque ◽  
Jonas Kühlborn ◽  
...  
Keyword(s):  
Visible Light ◽  
Radical Formation ◽  
Three Component Reaction ◽  
Broad Variety ◽  
Styrene Derivatives ◽  
Mechanistic Investigations

Simultaneous sulfonylation/arylation of styrene derivatives is achieved in a photoredox-catalyzed three-component reaction using visible light. A broad variety of difunctionalized products is accessible in mostly excellent yields and high diastereoselectivity. The developed reaction is scalable and suitable for the modification of styrene-functionalized biomolecules. Mechanistic investigations suggest the transformation to be operating through a designed sequence of radical formation and radical combination.<br>

SiO2-POCl2 nano-particles promoted the synthesis of novel structure of alkyl 2-oxo-3,4-diaryloxazolidine-5-carboxylate derivatives

2020 ◽  
Vol 17 ◽  
Author(s):  
Mehdi Abaszadeh ◽  
Seyyed Jalal Roudbaraki ◽  
Hossein Yarahmadi ◽  
Majid Ghashang
Keyword(s):  
Nano Particles ◽  
Methyl Ethyl ◽  
Aniline Derivatives ◽  
Ethyl Methyl ◽  
Novel Structure ◽  
Three Component Reaction ◽  
High Yields

: Silica-POCl2 was used as the promoter for the three-component reaction of ethyl/methyl 3-phenyl glycidate, aniline derivatives, and dimethylcarbonate, leads to the synthesis of methyl/ethyl 2-oxo-4-phenyl-3-aryloxazolidine-5-carboxylate derivatives. The desired product was obtained in high yields.

Sign in / Sign up

Export Citation Format

Share Document