Synthesis of fused imidazo[1,2-a]pyridines derivatives through cascade C(sp2)–H functionalizations

2019 ◽  
Vol 17 (41) ◽  
pp. 9140-9150 ◽  
Author(s):  
Bin Li ◽  
Nana Shen ◽  
Xinying Zhang ◽  
Xuesen Fan
Keyword(s):  
Carbonyl Compounds ◽  
Cascade Reactions ◽  
Pyridine Derivatives ◽  
Convenient Synthesis ◽  
Diazo Carbonyl Compounds

An efficient and convenient synthesis of fused imidazo[1,2-a]pyridine derivatives from the cascade reactions of 2-arylimidazo[1,2-a]pyridines with a-diazo carbonyl compounds via Rh(iii)-catalyzed C(sp2)–H functionalization/annulation is presented.

Regio-selective synthesis of diversely substituted benzo[a]carbazoles through Rh(iii)-catalyzed annulation of 2-arylindoles with α-diazo carbonyl compounds

2017 ◽  
Vol 53 (7) ◽  
pp. 1297-1300 ◽  
Author(s):  
Bin Li ◽  
Beibei Zhang ◽  
Xinying Zhang ◽  
Xuesen Fan
Keyword(s):  
Carbonyl Compounds ◽  
Cascade Reactions ◽  
Synthetic Approach ◽  
Selective Synthesis ◽  
Diazo Carbonyl Compounds

A novel synthetic approach toward benzo[a]carbazoles and 6-aminobenzo[a]carbazoles containing an unprotected NH unit through Rh(iii)-catalyzed cascade reactions of 2-arylindoles or 2-arylindole-3-carbonitriles with α-diazo carbonyl compounds is presented.

A FACILE SYNTHESIS AND REACTIONS OF AMINO SELENOLO[2,3-b]PYRIDINE CARBOXYLATE

2015 ◽  
Vol 12 (1) ◽  
pp. 3910-3918 ◽  
Author(s):  
Dr Remon M Zaki ◽  
Prof Adel M. Kamal El-Dean ◽  
Dr Nermin A Marzouk ◽  
Prof Jehan A Micky ◽  
Mrs Rasha H Ahmed
Keyword(s):  
Biological Activity ◽  
Carbonyl Compounds ◽  
Mass Spectra ◽  
The Other ◽  
Pyridine Derivatives ◽  
Facile Synthesis ◽  
High Biological Activity ◽  
Basic Hydrolysis ◽  
Pyridine Carboxylate ◽  
Hydrolysis Of

 Incorporating selenium metal bonded to the pyridine nucleus was achieved by the reaction of selenium metal with 2-chloropyridine carbonitrile 1 in the presence of sodium borohydride as reducing agent. The resulting non isolated selanyl sodium salt was subjected to react with various α-halogenated carbonyl compounds to afford the selenyl pyridine derivatives 3a-f  which compounds 3a-d underwent Thorpe-Ziegler cyclization to give 1-amino-2-substitutedselenolo[2,3-b]pyridine compounds 4a-d, while the other compounds 3e,f failed to be cyclized. Basic hydrolysis of amino selenolo[2,3-b]pyridine carboxylate 4a followed by decarboxylation furnished the corresponding amino selenolopyridine compound 6 which was used as a versatile precursor for synthesis of other heterocyclic compound 7-16. All the newly synthesized compounds were established by elemental and spectral analysis (IR, 1H NMR) in addition to mass spectra for some of them hoping these compounds afforded high biological activity.

Preparation of Pyridine Derivatives from the Corresponding 5-Acetal-1-carbonyl Compounds by Acid Promoted Cyclization

Heterocycles ◽  
2021 ◽  
Vol 102 (7) ◽  
pp. 1314
Author(s):  
Hiroyuki Konno ◽  
Hiromichi Mihara ◽  
Yuki Watanabe
Keyword(s):  
Carbonyl Compounds ◽  
Pyridine Derivatives

Phosphine-Catalyzed Difunctionalization of β-Fluoroalkyl α,β-Enones: A Direct Approach to β-Amino α-Diazo Carbonyl Compounds

2018 ◽  
Vol 130 (48) ◽  
pp. 16013-16017 ◽  
Author(s):  
Huamin Wang ◽  
Li Zhang ◽  
Youshao Tu ◽  
Ruiqi Xiang ◽  
Yin-Long Guo ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Direct Approach ◽  
Diazo Carbonyl Compounds

ChemInform Abstract: Convenient Synthesis of 3,5-Biscarbamoyl-pyridine Derivatives.

ChemInform ◽  
2012 ◽  
Vol 43 (10) ◽  
pp. no-no
Author(s):  
Xiayun Wang ◽  
Yiwen Zhu ◽  
Min Zhang ◽  
Dongliang Lu ◽  
Qun Qian ◽  
...  
Keyword(s):  
Pyridine Derivatives ◽  
Convenient Synthesis

Reactions of phenyldimethylsilyllithium with β-N,N-dimethylaminoenones: A convenient synthesis of β-dimethyl(phenyl)silylacrylic acid and its derivatives

2004 ◽  
Vol 82 (2) ◽  
pp. 325-332 ◽  
Author(s):  
Ian Fleming ◽  
Elena Marangon ◽  
Chiara Roni ◽  
Matthew G Russell ◽  
Sandra Taliansky Chamudis
Keyword(s):  
Key Words ◽  
Methyl Iodide ◽  
Carbonyl Compounds ◽  
Conjugate Addition ◽  
Brief Treatment ◽  
Dimethylamino Group ◽  
Convenient Synthesis ◽  
Work Up

Phenyldimethylsilyllithium reacted with 5,5-dimethyl-3-(N,N-dimethylamino)cyclohex-2-enone (7), 3-(E)-N,N-dimethylaminopropenal (11), and 4-N,N-dimethylaminobut-3-en-2-one (13) to give the corresponding β-silyl-α,β-unsaturated carbonyl compounds 8, 12, and 14, in which the dimethylamino group has been displaced by the phenyldimethylsilyl group. Phenyldimethylsilyllithium reacted with ethyl β-N,N-dimethylaminopropenoate (15) by conjugate addition, but, in contrast to the ketones 7 and 13 and the aldehyde 11, the intermediate enolate 16 was C-protonated in the aqueous work-up to give ethyl 3-N,N-dimethylamino-3-dimethyl(phenyl)silylpropanoate (17). When the enolate 16 was instead given a mysteriously brief treatment with methyl iodide before work-up, the product was ethyl 3-(E)-dimethy(phenyl)silylpropenoate (18). Phenyllithium and methyllithium also added conjugatively to ethyl β-N,N-dimethylaminoacrylate (15) but, in contrast to the silyl case, the intermediate enolate 22 reacted unexceptionally with methyl iodide to give the products 25 and 26 of stereoselective C-methylation. This synthesis of the ester 18 was used to synthesize the Oppolzer sultam derivative 30.Key words: conjugate addition, elimination, substitution, silyllithium, silylenone.

Phosphine-Catalyzed Difunctionalization of β-Fluoroalkyl α,β-Enones: A Direct Approach to β-Amino α-Diazo Carbonyl Compounds

2018 ◽  
Vol 57 (48) ◽  
pp. 15787-15791 ◽  
Author(s):  
Huamin Wang ◽  
Li Zhang ◽  
Youshao Tu ◽  
Ruiqi Xiang ◽  
Yin-Long Guo ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Direct Approach ◽  
Diazo Carbonyl Compounds

From α-Diazo Carbonyl Compounds

2005 ◽  
pp. 1
Author(s):  
C. Gennari ◽  
S. Ceccarelli ◽  
U. Piarulli
Keyword(s):  
Carbonyl Compounds ◽  
Diazo Carbonyl Compounds
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