A Rh(ii)/phosphoric acid co-catalyzed three-component reaction of diazo-ketones with alcohols and azonaphthalenes: access to indole derivatives via a formal [3 + 2]-cycloaddition

2020 ◽  
Vol 18 (48) ◽  
pp. 9805-9809
Author(s):  
Xinru Yin ◽  
Aimin Xu ◽  
Jidi Hu ◽  
Ming Bao ◽  
Wenhao Hu ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Indole Derivatives ◽  
Cyclization Process ◽  
Three Component Reaction ◽  
Efficient Route ◽  
Oxonium Ylide

Rh(ii)/Phosphoric Acid co-catalyzed muti-component annulation was well established as a new efficient route to construct 1-amino-indole derivatives via dearomatization/rearomatization/cyclization process with in situ formed oxonium ylide.

scholarly journals (E)-2-(2-oxo-4-phenylbut-3-en-1-yl)benzo[d]thiazole-3(2H)-carboxylates

Molbank ◽  
10.3390/m1236 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1236
Author(s):  
Yordan Stremski ◽  
Stela Statkova-Abeghe
Keyword(s):  
13C Nmr ◽  
One Pot ◽  
Three Component Reaction

An convenient one-pot approach for the synthesis of new (E)-2-(2-oxo-4-phenylbut-3-en-1-yl)benzo[d]thiazole-3(2H)-carboxylates is demonstrated. The method is based on a three-component reaction of benzylideneacetone with electrophilic N-alkoxycarbonylbenzothiazolium species formed in situ. The newly synthesized compounds were fully characterized by 1D 1H, 13C- NMR, IR and MS.

Enamines in Heterocyclic Synthesis: A Novel Simple and Efficient Route to Condensed Pyridazines

2011 ◽  
Vol 66 (6) ◽  
pp. 597-602
Author(s):  
Elham S. Darwish ◽  
Mahmoud A. Abdelrahman ◽  
Abdellatif M. Salaheldin
Keyword(s):  
Hydrazine Hydrate ◽  
Triethyl Orthoformate ◽  
Heterocyclic Synthesis ◽  
Active Methyl ◽  
Efficient Route ◽  
Pyridazinone Derivatives

An efficient and easy preparation of enamine derivatives, via active methyl and methylene compounds by in situ-generated 1-(diethoxymethyl)piperidine, produced from the mixture of triethyl orthoformate/piperidine/DMF, are described. Some new pyridazinone derivatives have been synthesized from the reaction of enamines with hydrazine hydrate and cyanoacid hydrazide.

Three-component 3-(phosphoryl)methylindole synthesis from indoles, H-phosphine oxides and carbonyl compounds under metal-free conditions

2019 ◽  
Vol 21 (4) ◽  
pp. 792-797 ◽  
Author(s):  
Jiaoting Pan ◽  
Runmin Zhao ◽  
Jiami Guo ◽  
Dumei Ma ◽  
Ying Xia ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Indole Derivatives ◽  
Phosphine Oxides ◽  
One Pot ◽  
Metal Free ◽  
Three Component Reaction ◽  
Acid Catalyzed

The first facile and efficient acid-catalyzed three-component reaction of indoles, H-phosphine oxides and carbonyl compounds has been developed, providing a general, one-pot approach to structurally diverse C3-alkylated indole derivatives.

scholarly journals A three-component, Zn(OTf)2-mediated entry into trisubstituted 2-aminoimidazoles

2019 ◽  
Vol 15 ◽  
pp. 1061-1064 ◽  
Author(s):  
Alexei Lukin ◽  
Anna Bakholdina ◽  
Anna Kryukova ◽  
Alexander Sapegin ◽  
Mikhail Krasavin
Keyword(s):  
Lewis Acid ◽  
Primary Amine ◽  
Three Component Reaction ◽  
Acid Catalyzed ◽  
In Situ Generation

A three-component reaction involving in situ generation of propargylureas and subsequent Zn(OTf)2-mediated cyclocondensation with a primary amine yielded trisubstituted 2-aminoimidazoles. These findings are in contrast to the previously reported base-promoted unimolecular cyclization of propargylureas (leading to 2-imidazolones) and extend the range of Lewis acid-catalyzed azole syntheses based on N-carbonyl propargylamines.

A transformation of cyclopropyl carbene: a highly enantioselective three-component reaction via trapping oxonium ylide by imine

Tetrahedron ◽  
2016 ◽  
Vol 72 (22) ◽  
pp. 2929-2934 ◽  
Author(s):  
Mingfeng Li ◽  
Qing Zheng ◽  
Weifeng Jin ◽  
Shunying Liu ◽  
Wenhao Hu
Keyword(s):  
Three Component Reaction ◽  
Oxonium Ylide

Chitosan: A Natural and Sustainable Polymeric Organocatalyst for C-C Bond Formation During the Synthesis of 5-amino-2,3-dihydrobenzo[d] thiazole-4,6-dicarbonitriles

2019 ◽  
Vol 6 (1) ◽  
pp. 69-76
Author(s):  
Km N. Shivhare ◽  
Ibadur R. Siddiqui
Keyword(s):  
Catalytic Activity ◽  
Multicomponent Reaction ◽  
Bond Formation ◽  
Environmentally Benign ◽  
One Pot ◽  
Reaction Condition ◽  
Three Component Reaction ◽  
Efficient Route

Background: A green, recyclable and reusable chitosan catalyst has been utilized for the synthesis of 5-amino-2,3-dihydrobenzo[d]thiazole-4,6-dicarbonitrile and its derivatives. Methods and Results: Three-component reaction protocol incorporates the reaction of aldehydes, malononitrile and rhodanine derivatives. This is examined as an efficient route for the synthesis of dicarbonitriles utilizing a green, biodegradable, environmentally benign, and easily available chitosan catalyst. In the reported protocol, catalyst can be recycled and not any substantial dropping in its catalytic activity during the recycling steps was obtained. Conclusion: A green and environmentally benign, one pot three-component protocol has been illustrated for the synthesis of 5-amino-2,3-dihydrobenzo[d]thiazole-4,6-dicarbonitrile derivatives. Adequately yield products were gained via the natural catalytic approach with the recyclability of the catalyst. The use of chitosan represents this procedure as an attractive substitute for the synthesis of biaryls complex by multicomponent reaction condition.

CuI/Et2NH-Catalyzed One-Pot Highly Efficient Synthesis of 1,4-Disubstituted 1,2,3-Triazoles in Green Solvent Glycerol

Synthesis ◽  
2018 ◽  
Vol 50 (11) ◽  
pp. 2191-2199 ◽  
Author(s):  
Yongde Zhao ◽  
Shengqiang Guo ◽  
Yang Zhou ◽  
Bencai Dai ◽  
Cuimeng Huo ◽  
...  
Keyword(s):  
Catalytic System ◽  
Sodium Azide ◽  
Room Temperature ◽  
Green Solvent ◽  
Efficient Synthesis ◽  
One Pot ◽  
Highly Efficient ◽  
Three Component Reaction ◽  
Efficient Route ◽  
Terminal Acetylenes

A concise one-pot three-component reaction of organic halides­, terminal acetylenes, and sodium azide provided an efficient route for the synthesis of 1,2,3-triazoles. A variety of 1,2,3-triazoles were prepared in good to excellent yields with green solvent glycerol. This procedure used CuI and diethylamine, which are two easily available reagents as the new catalytic system at room temperature.

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