A versatile synthesis of fused triazolo derivatives by sequential Ugi/alkyne-azide cycloaddition reactions

Akritopoulou‐Zanze, Irini; Gracias, Vijaya; Djurić, Stevan W.

doi:10.1016/j.tetlet.2004.09.117

Cited by 134 publications

(56 citation statements)

References 30 publications

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“…[28] Similar syntheses using U-4CRs instead of the P-3CR of before have also been performed. [29] Not a MCR, but a highly efficient Cu(I)-isocyanide complex has been developed as a heterogeneous catalyst for azide alkyne cycloaddition in water [30] to improve click chemistry. [31][32][33][34] …”

Section: Microwave Assisted Synthesis Of Three Nitrogen Atoms Containmentioning

confidence: 99%

Role of Microwaves in the Synthesis of Fused Five-Membered Heterocycles with Three N-Heteroatoms

Kaur

2014

Synthetic Communications

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The development of new strategies for the synthesis of small-sized heterocycles has remained a highly attractive but challenging proposition. An overview of the application of microwave irradiation in three nitrogen atoms containing fused five membered heterocyclic compounds synthesis is presented, focusing on the developments in the last 5-10 years. This contribution covers the literature concerning the total synthesis of N,N,N-heterocycles. The literature data are summarized based on the type of cycles.

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Section: Microwave Assisted Synthesis Of Three Nitrogen Atoms Containmentioning

confidence: 99%

Role of Microwaves in the Synthesis of Fused Five-Membered Heterocycles with Three N-Heteroatoms

Kaur

2014

Synthetic Communications

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“…Mannich, 2 Strecker, 3 Hantzsch, 4 Ugi, 5 Biginelli, 6 Passerini, 7 Willgerodt-Kindler, 8 etc., among other reactions). In a MCR, a product is assembled according to a cascade of elementary chemical reactions.…”

Section: Introductionmentioning

confidence: 99%

Recent contributions to the Diversity-Oriented Synthesis (DOS) mediated by iminium ions through multicomponent Mannich-type reactions

Abonı́a¹,

Castillo²,

Kotali³

2017

Arkivoc

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This short account summarizes the most recent contributions of the author and his collaborators to the Diversity Oriented Synthesis (DOS) mediated, at least in a step of the process, by Mannich-type reactions (MTR) and using formaldehyde as common starting material in all cases. Through this strategy, diverse nitrogen-containing acyclic and heterocyclic systems were synthesized, whether in straightforward or multicomponent approaches.

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“…In contrast to its employment in an intermolecular format, intramolecular azide–alkyne 1,3-dipolar cycloaddition reactions have been also applied by us and others with the view to synthesize triazole-annulated polyheterocycles. Although these cyclizations have been successfully carried out in either one-pot [22–24] or multistep format [25–28], reports involving their application in a three-component domino format are scarce [29–30]. In our laboratory, we had been employing functionalized indoles for the synthesis of annulated indole-based polyheterocycles either in a multicomponent or in a one-pot format [31–35].…”

Section: Introductionmentioning

confidence: 99%

Microwave-assisted three-component domino reaction: Synthesis of indolodiazepinotriazoles

Arigela

Sharma²,

Kumar³

et al. 2013

Beilstein J. Org. Chem.

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SummaryA microwave-assisted three-component protocol involving N-1 alkylation of 2-alkynylindoles with epichlorohydrin, ring opening of the epoxide with sodium azide, and an intramolecular Huisgen azide–internal alkyne 1,3-dipolar cycloaddition domino sequence has been described. The efficacy of the methodology has been demonstrated by treating various 2-alkynylindoles (aromatic/aliphatic) with epichlorohydrin and sodium azide furnishing annulated tetracyclic indolodiazepinotriazoles in satisfactory yields.

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A versatile synthesis of fused triazolo derivatives by sequential Ugi/alkyne-azide cycloaddition reactions

Cited by 134 publications

References 30 publications

Role of Microwaves in the Synthesis of Fused Five-Membered Heterocycles with Three N-Heteroatoms

Role of Microwaves in the Synthesis of Fused Five-Membered Heterocycles with Three N-Heteroatoms

Recent contributions to the Diversity-Oriented Synthesis (DOS) mediated by iminium ions through multicomponent Mannich-type reactions

Microwave-assisted three-component domino reaction: Synthesis of indolodiazepinotriazoles

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