One-pot preparation of substituted pyrroles from α-diazocarbonyl compounds

Silva, Fernando de Carvalho da; Fonseca, Mauricio G.; Rianelli, Renata de S.; Cunha, Anna C.; Souza, Maria Cecília B. V. de; Ferreira, Vı́tor F.

doi:10.3762/bjoc.4.45

Cited by 4 publications

(2 citation statements)

References 34 publications

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“…(C) Ferreira and co-workers 8 used the rhodium-catalyzed decomposition of α-diazo-β-ketoester in the presence of butyl vinyl ether to produce ethyl 5-butoxy-2-methyl-4,5-dihydrofuran-3-carboxylate. The reaction of this intermediate with an excess of primary amine in the presence of glacial acetic acid afforded the corresponding substituted 4-acyl-2-methyl-1H-pyrrole in good yield.…”

Section: Abstractsmentioning

confidence: 99%

Ethyl 2-Diazoacetoacetate

Dias

2013

Synlett

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This feature focuses on a reagent chosen by a postgraduate, highlighting the uses and preparation of the reagent in current research spotlight Ethyl 2-Diazoacetoacetate Compiled by Flaviana Rodrigues Fintelman DiasFlaviana Rodrigues Fintelman Dias was born in Muriaé, Brazil in 1985. She received her pharmacy degree from Universidade Federal Fluminense (UFF), Niterói, Brazil in 2010. She is currently in the final stages of her M.Sc. studies under the supervision of the Professors Anna Claudia Cunha and Vitor Francisco Ferreira in organic chemistry at Universidade Federal Fluminense. Her research interests are focused on the design and synthesis of new bioactive compounds, such as quinone and 1,2,3-triazole derivatives. By using ethyl 2-diazoacetoacetate and para-substituted aromatic hydrazine hydrochlorides several 1,2,3-triazoles have been prepared.

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Section: Abstractsmentioning

confidence: 99%

Ethyl 2-Diazoacetoacetate

Dias

2013

Synlett

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“…This approach being multi-component/one-pot and involves the synthesis of resultant pyrroles in potential yields ( Table 3). de Silva et al [17] described an efficient one-pot synthesis of substituted pyrroles (9a-n). α-Diazocarbonyl compounds (47) were treated with a catalytic quantity of Rh(II) acetate in the presence of butyl vinyl ether to produce the corresponding 3-carbonyl-dihydrofurans (48).…”

Section: Methodsmentioning

confidence: 99%

Simple and Multi-Component Synthesis of Pyrrole Heterocycles

Dar¹,

Mir²,

Zaman³

et al. 2017

Synth Catal

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Pyrroles is the special class of heterocyclic compounds with a broad spectrum of biological activities such as anti-inflammatory, antiproliferative, antihistaminic, anti-HIV, antifungal, antihelmintic and antiviral agents. Pyrrole is a five membered ring structure, with formula C 4 H 4 NH. The heterocyclic pyrroles are the ideal building blocks for different biologically efficient molecules including porphyrins and bile pigments. Therefore researchers are synthesizing these heterocycles through multi-stepped or single stepped pathways as target structures for biological studies. In this review, different synthetic protocols/methodologies are shown in which different entry molecules are converted into pyrrole derivatives, which are important from medicinal and pharmaceutical points of view.

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