Multicomponent reaction comprising one-pot installation of bidentate directing group and Pd(II)-catalyzed direct β-arylation of C(sp3)H bond of aliphatic and alicyclic carboxamides

Tetrahedron ◽  
2016 ◽  
Vol 72 (39) ◽  
pp. 5853-5863 ◽  
Author(s):  
Sruthi Mohan ◽  
Bojan Gopalakrishnan ◽  
Srinivasarao Arulananda Babu
Keyword(s):  
Multicomponent Reaction ◽  
One Pot ◽  
Directing Group

Efficient one-pot click synthesis of β-hydroxy-1,2,3-triazoles catalyzed by copper(i)@phosphorated SiO2via multicomponent reaction in aqueous media

2014 ◽  
Vol 38 (11) ◽  
pp. 5429-5435 ◽  
Author(s):  
Hossein Naeimi ◽  
Vajihe Nejadshafiee
Keyword(s):  
Multicomponent Reaction ◽  
Aqueous Media ◽  
Recyclable Catalyst ◽  
One Pot ◽  
Click Synthesis

Cu(i)@phosphorated SiO2 as novel, eco-friendly, easy to prepare, recyclable catalyst for the synthesis of β-hydroxy-1,2,3-triazoles in water is reported.

A heavy metal- and oxidant-free, one-pot synthesis of pyridines and fused pyridines based on a Lewis acid-catalyzed multicomponent reaction

2014 ◽  
Vol 50 (82) ◽  
pp. 12270-12272 ◽  
Author(s):  
V. P. Alex Raja ◽  
Giammarco Tenti ◽  
Subbu Perumal ◽  
J. Carlos Menéndez
Keyword(s):  
Heavy Metal ◽  
Lewis Acid ◽  
Multicomponent Reaction ◽  
One Pot ◽  
One Pot Synthesis ◽  
Acid Catalyzed

Pyridines and fused pyridines are accessible by a combination of a Lewis acid-catalyzed multicomponent reaction and aromatization involving loss of a 2-furylmethyl chain.

scholarly journals Synthesis of β-arylated alkylamides via Pd-catalyzed one-pot installation of a directing group and C(sp3)–H arylation

2016 ◽  
Vol 12 ◽  
pp. 1122-1126 ◽  
Author(s):  
Yunyun Liu ◽  
Yi Zhang ◽  
Xiaoji Cao ◽  
Jie-Ping Wan
Keyword(s):  
One Pot ◽  
Acyl Chlorides ◽  
Aryl Iodides ◽  
Directing Group

The synthesis of β-arylated alkylamides via alkyl C–H bond arylation has been realized by means of direct one-pot reactions of acyl chlorides, aryl iodides and 8-aminoquinoline. Depending on the structure of the starting materials, both single and double β-arylated alkylamides could be accessed.

scholarly journals Unsymmetrical Difunctionalization of Two Different C–H Bonds in One Pot Under Transition-Metal Catalysis

Synthesis ◽  
2018 ◽  
Vol 51 (01) ◽  
pp. 40-54 ◽  
Author(s):  
Masahito Murai ◽  
Kazuhiko Takai
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Aromatic Compounds ◽  
Transition Metal Catalysis ◽  
One Pot ◽  
Metal Catalysis ◽  
Selective Functionalization ◽  
Sequential Addition ◽  
Target Molecules ◽  
Directing Group

Recent advancements in unsymmetrical difunctionalization based on the substitution of two different C–H bonds in one-pot are described. Due to the difficulty of controlling reactivity and selectivity, multi-functionalization via substitution of several C–H bonds to install different functional groups has been limited until recently, in comparison with well-studied functionalization via sequential addition to unsaturated π-bonds. This difunctionalization protocol provides an efficient and rapid approach to a library of structurally complicated target molecules through the formation of multiple C–X bonds with high atom- and step-economy.1 Introduction2 ortho-Selective Functionalization of Two Different C–H Bonds Relative to the Directing Group2.1 Unsymmetrical Difunctionalization with the Introduction of Similar Functional Groups2.2 Unsymmetrical Difunctionalization with the Introduction of Different Functional Groups2.3 ortho-Selective Unsymmetrical Difunctionalization Promoted by Two Different Directing Groups Appearing During the Progress of the Reaction3 ortho/meta-Selective C–H Bond Difunctionalization Relative to the Directing Group4 Sequential Difunctionalization of Fused Aromatic Compounds and Heterocycles5 Summary and Outlook

scholarly journals Molecular iodine-catalyzed one-pot multicomponent synthesis of 5-amino-4-(arylselanyl)-1H-pyrazoles

2018 ◽  
Vol 14 ◽  
pp. 2789-2798 ◽  
Author(s):  
Camila S Pires ◽  
Daniela H de Oliveira ◽  
Maria R B Pontel ◽  
Jean C Kazmierczak ◽  
Roberta Cargnelutti ◽  
...  
Keyword(s):  
Multicomponent Reaction ◽  
Functional Group ◽  
Diazo Compound ◽  
Molecular Iodine ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
X Ray ◽  
Dehydrogenative Coupling ◽  
Reflux Temperature

A one-pot iodine-catalyzed multicomponent reaction has been developed for the selective preparation of 5-amino-4-(arylselanyl)-1H-pyrazoles from a diverse array of benzoylacetonitriles, arylhydrazines and diaryl diselenides. The reactions were conducted in MeCN as solvent at reflux temperature under air. The methodology presents a large functional group tolerance to electron-deficient, electron-rich, and bulky substituents and gave the expected products in good to excellent yields. The synthesized 1,3-diphenyl-4-(phenylselanyl)-1H-pyrazol-5-amine was submitted to an oxidative dehydrogenative coupling to produce a diazo compound confirmed by X-ray analysis.

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