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UNCATALYZED MICROWAVE SYNTHESIS OF SIMPLE AND BIS 1,2,3-TRIAZOLE - csus-dspace calstate

UNCATALYZED MICROWAVE SYNTHESIS OF SIMPLE AND BIS 1,2,3-TRIAZOLE - csus-dspace calstate 2025

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The thesis by Cathleen Roush presents a novel method for the uncatalyzed microwave synthesis of simple and bis-1,2,3-triazoles, emphasizing green chemistry principles. It explores the synthesis of various triazole derivatives using a domestic microwave oven without solvents or catalysts, achieving high yields and efficiency. The work highlights the versatility of 1,2,3-triazoles in pharmaceutical and industrial applications, detailing both single and bis-triazole formations through 1,3-dipolar cycloaddition reactions. The findings suggest that this microwave-assisted approach offers a sustainable alternative to traditional methods in organic synthesis.

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What are the applications of 1,2,3-triazole?

Applications. 1,2,3-Triazole finds use in research as a bioisostere for imidazoles and various carboxylic acid derivatives in medicinal chemistry. Consequently it is an industrial building block for more complex chemicals, including pharmaceutical drugs such as mubritinib and tazobactam.

What is the N alkylation of 1,2,3-triazoles?

Secondary benzylic and allylic trichloroacetimidates can alkylate 1,2,3-triazoles. With acid catalysis the alkylation of 1,2,3-triazoles is N2-selective (up to 91:9 N2:N1). This method gives access to N2-alkyl 1,2,3-triazoles which are useful in medicinal/materials chemistry.

What is the alkylation of 1 2 3-triazoles?

Secondary benzylic and allylic trichloroacetimidates can alkylate 1,2,3-triazoles. With acid catalysis the alkylation of 1,2,3-triazoles is N2-selective (up to 91:9 N2:N1).

What is the alkylation of 1,2,4-triazole?

1H-1,2,4-Triazole is regioselectively alkylated at N1 when sodium ethoxide in ethanol is used as a base but alkylation in aqueous NaOH with methyl sulfate gave a mixture of 1-methyl- and 4-methyl-1,2,4-triazole. Alkylation with ethyl chloroacetate in sodium methoxide produced N1-substituted products.

What is the aromatic character of 1,2,3-triazole?

(14,15) 1,2,3-triazole is an unsaturated, -excessive, five-membered heterocycle with a 6 delocalized electron ring system which gives it an aromatic character. 1,2,3-triazole is made up of three nitrogens and two carbons. All five atoms are sp2-hybridized.

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What is the structure of 1,2,3-triazole?

1,2,3-Triazole is an unsaturated, aromatic, five-membered, -excessive nitrogen heterocycle with a 6 electron ring system, comprised of three regular nitrogen and two carbon atoms with two double bonds. Out of three nitrogen atoms, one is a pyrrole type and the other two are pyridine types.

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