A Novel Assembly of Substituted Pyrroles by Acid-Catalyzed Sequential Three-Component Reaction of Amines, Alkynoates, and 1,2-Diaza-1,3-dienes

2011 ◽  
Vol 353 (9) ◽  
pp. 1519-1524 ◽  
Author(s):  
Orazio A. Attanasi ◽  
Gianfranco Favi ◽  
Fabio Mantellini ◽  
Giada Moscatelli ◽  
Stefania Santeusanio
Keyword(s):  
Three Component Reaction ◽  
Acid Catalyzed ◽  
Substituted Pyrroles

ChemInform Abstract: A Novel Assembly of Substituted Pyrroles by Acid-Catalyzed Sequential Three-Component Reaction of Amines, Alkynoates, and 1,2-Diaza-1,3-dienes.

ChemInform ◽  
2011 ◽  
Vol 42 (46) ◽  
pp. no-no
Author(s):  
Orazio A. Attanasi ◽  
Gianfranco Favi ◽  
Fabio Mantellini ◽  
Giada Moscatelli ◽  
Stefania Santeusanio
Keyword(s):  
Three Component Reaction ◽  
Acid Catalyzed ◽  
Substituted Pyrroles

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.

Lewis Acid-Catalyzed Intermolecular Annulation: Three-Component Reaction toward Imidazo[1,2-a]pyridine Thiones

2019 ◽  
Vol 84 (14) ◽  
pp. 9369-9377 ◽  
Author(s):  
Zhengwang Chen ◽  
Pei Liang ◽  
Fan Xu ◽  
Rulin Qiu ◽  
Qi Tan ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Three Component Reaction ◽  
Acid Catalyzed

Brønsted Acid Catalyzed Enantioselective Three-Component Reaction Involving the α Addition of Isocyanides to Imines

2009 ◽  
Vol 48 (36) ◽  
pp. 6717-6721 ◽  
Author(s):  
Tao Yue ◽  
Mei-Xiang Wang ◽  
De-Xian Wang ◽  
Géraldine Masson ◽  
Jieping Zhu
Keyword(s):  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Three Component Reaction ◽  
Acid Catalyzed

scholarly journals Ethyl 6-Methyl-2-oxo-4-{4-[(1-phenyl-1H-1,2,3-triazol-4-yl)methoxy]phenyl}-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Molbank ◽  
10.3390/m1076 ◽  
2019 ◽  
Vol 2019 (3) ◽  
pp. M1076
Author(s):  
Gonçalves ◽  
Azambuja ◽  
Davi ◽  
Gonçalves ◽  
Kagami ◽  
...  
Keyword(s):  
Active Compound ◽  
Biginelli Reaction ◽  
Dipolar Cycloaddition ◽  
Three Component Reaction ◽  
Acid Catalyzed

The Biginelli reaction is an acid-catalyzed, three-component reaction between an aldehyde, a hydrogen methylene active compound, and urea (or its analogue) and constitutes a rapid and easy synthesis of highly functionalized heterocycles. Synthesis of ethyl 6-methyl-2-oxo-4-{4-[(1-phenyl-1H-1,2,3-triazol-4-yl)methoxy]phenyl}-1,2,3,4-tetrahydropyrimidine-5-carboxylate, identified by our laboratory code LaSOM® 293, was achieved using the Biginelli reaction as the key step, followed by the Huisgen 1,3-dipolar cycloaddition in a convergent four-step route. The product LaSOM® 293 was obtained with a yield of 84%.

Selective synthesis of spirooxindoles via a two-step reaction of N-phenacylpyridinium bromide, 1,3-indanedione and N-alkylisations

2019 ◽  
Vol 17 (16) ◽  
pp. 3978-3983 ◽  
Author(s):  
Jing Sun ◽  
Yu Zhang ◽  
Rong-Guo Shi ◽  
Chao-Guo Yan
Keyword(s):  
Selective Synthesis ◽  
Furan Derivatives ◽  
Three Component Reaction ◽  
Acid Catalyzed

The three-component reaction resulted in the unique spiro[indoline-3,4′-naphtho[1,2-b]furan] derivatives, which were converted to spiro[indoline-3,2′-naphthalen]-4′-yl acetates by acylation and alkoxy-substituted spiro[benzo[h]chromene-5,3′-indolines] by acid catalyzed etherification.

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