Copper(i)-catalyzed cycloaddition of silver acetylides and azides: Incorporation of volatile acetylenes into the triazole core

文献情報

出版日 2011-06-03

DOI 10.1039/C1OB05360D

インパクトファクター 3.876

著者

Ilaria Proietti Silvestri, Fikre Andemarian, George N. Khairallah, Su Wan Yap, Tim Quach, Sammi Tsegay, Craig M. Williams, Richard A. J. O'Hair, Paul S. Donnelly, Spencer J. Williams

原文を見る

要旨

Silver acetylides and organic azides react under copper(I) catalysis to afford 1,4-disubstituted 1,2,3-triazoles. Mechanistic studies implicate a process involving transmetallation to copper acetylides prior to cycloaddition. This work demonstrates that silver acetylides serve as suitable precursors for entry into copper-mediated coupling reactions. This methodology allows the incorporation of volatile and difficult-to-handle acetylenes into the triazole core.

掲載誌

Organic & Biomolecular Chemistry

CiteScore: 3.4

自己引用率: 10.3%

年間論文数: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Copper(i)-catalyzed cycloaddition of silver acetylides and azides: Incorporation of volatile acetylenes into the triazole core

文献情報

おすすめジャーナル

関連文献

Analytical science – a complex and diverse union

Insight into sulfur-rich selenium sulfide/pyrolyzed polyacrylonitrile cathodes for Li–S batteries

Graphene film doped with silver nanoparticles: self-assembly formation, structural characterizations, antibacterial ability, and biocompatibility

Insights into the scalability of catalytic upgrading of biomass pyrolysis vapors using micro and bench-scale reactors

Review

Quantitative UPLC-MS/MS analysis of the gut microbial co-metabolites phenylacetylglutamine, 4-cresyl sulphate and hippurate in human urine: INTERMAP Study

Near-infrared-driven water splitting for hydrogen evolution using a Cu2ZnSnS4-based photocathode by the application of upconversion nanoparticles

Foods and drugs analysis

Boosting cell performance with self-supported PtCu nanotube arrays serving as the cathode in a proton exchange membrane fuel cell

Back cover

こちらもおすすめ

環戊烷-1,3-二甲酸甲酯はどのように合成されますか？

4-メトキシ-1,2,3-スチアゼ-3,5-ジオンとは何ですか？

プロスタグランジンA2について「に適用される法規ガイドラインは何ですか？'

4-アミノ-1-ナフタレン sulfonic 酸についての物理化学的性質は何ですか？

N-GlcNAc-生物素を取り扱う際の実験室安全事項は何ですか？

3-アミノメチルフローラノピペリジン-1-カルボニル酸テルブチルエステルとは何ですか？

6-溴-1-甲基-1H-ベンゾ[d][1,2,3]三氮唑はどのように合成されますか？

4-硫代尿苷はどのように合成されますか？

ブレインナトリユリックペプチド32ラットとは何ですか？

1-(3-氮杂啶)-4-羟基哌啶双盐酸盐の物理化学的性質は何ですか？

掲載誌

Organic & Biomolecular Chemistry

おすすめ化合物

5-Bromo-1-phenyl-1H-pyrazole-4-carbonitrile

Benzyl 3-bromoazetidine-1-carboxylate

5-Ethyl-2,3-diphenyl-2H-tetrazol-3-ium chloride

6-Bromo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine

2-{[(1R,2S)-2-Aminocyclohexyl]amino}-4-{[3-(2H-1,2,3-triazol-2-yl)phenyl]amino}-5-pyrimidinecarboxamide

おすすめサプライヤー