Cu-catalyzed cycloaddition of aryl azides to 1-iodobuta-1,3-diynes: an experimental and quantum chemical study of unusual regiochemistry

Govdi, Anastasia I.; Danilkina, Natalia A.; Shtyrov, Andrey A.; Ryazantsev, Mikhail N.; Kim, Mia D.; Kryukova, Mariya A.; Balova, Irina A.

doi:10.1039/d3nj03823h

New J. Chem.

2024

DOI: 10.1039/d3nj03823h

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Cu-catalyzed cycloaddition of aryl azides to 1-iodobuta-1,3-diynes: an experimental and quantum chemical study of unusual regiochemistry

Anastasia I. Govdi,

Natalia A. Danilkina,

Andrey A. Shtyrov

et al.

Abstract: Cu-Catalyzed azide-alkyne cycloaddition (CuAAC) in the case of 1-iodoalkynes has been known as a synthetic tool towards 5-iodo-1,2,3-triazole derivatives. We found that CuAAC of 1-iodobuta-1,3-diynes and aryl azides under CuI(PPh3)3...

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Cited by 3 publications

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Investigation of Huisgen's Noble metal catalyst click reaction mechanism for the synthesis of 1,4-disubstituted 1,2,3-triazoles

Khairbek,

Al-Zaben,

Puchta

et al. 2024

Molecular Catalysis

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Investigation of Huisgen's Noble metal catalyst click reaction mechanism for the synthesis of 1,4-disubstituted 1,2,3-triazoles

Khairbek,

Al-Zaben,

Puchta

et al. 2024

Molecular Catalysis

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Microwave assisted cycloaddition of benzonitrile oxides to 1-iodobuta-1,3-diynes

Efremova,

Khashimova,

Kalinin

et al. 2024

Mendeleev Communications

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The chemistry of heterocycles in the 21st century

Charushin,

Verbitskiy,

Chupakhin

et al. 2024

Usp. khim.

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The chemistry of heterocyclic compounds has traditionally been and remains a bright area of chemical science in Russia. This is due to the fact that many heterocycles find the widest application. These compounds are the key structural fragments of most drugs, plant protection agents. Many natural compounds are also derivatives of heterocycles. At present, more than half of the hundreds of millions of known chemical compounds are heterocycles. This collective review is devoted to the achievements of Russian chemists in this field over the last 15–20 years. The review presents the achievements of leading heterocyclists representing both RAS institutes and university science. It is worth noting the wide scope of the review, both in terms of the geography of author teams, covering the whole of our large country, and in terms of the diversity of research areas. Practically all major types of heterocycles are represented in the review. The special attention is focused on the practical applications of heterocycles in the design of new drugs and biologically active compounds, high-energy molecules, materials for organic electronics and photovoltaics, new ligands for coordination chemistry, and many other rapidly developing areas. These practical advances would not be possible without the development of new fundamental transformations in heterocyclic chemistry.<br> Bibliography — 2237 references.

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Cu-catalyzed cycloaddition of aryl azides to 1-iodobuta-1,3-diynes: an experimental and quantum chemical study of unusual regiochemistry

Abstract: Cu-Catalyzed azide-alkyne cycloaddition (CuAAC) in the case of 1-iodoalkynes has been known as a synthetic tool towards 5-iodo-1,2,3-triazole derivatives. We found that CuAAC of 1-iodobuta-1,3-diynes and aryl azides under CuI(PPh3)3...

Cited by 3 publications

References 73 publications

Investigation of Huisgen's Noble metal catalyst click reaction mechanism for the synthesis of 1,4-disubstituted 1,2,3-triazoles

Investigation of Huisgen's Noble metal catalyst click reaction mechanism for the synthesis of 1,4-disubstituted 1,2,3-triazoles

Microwave assisted cycloaddition of benzonitrile oxides to 1-iodobuta-1,3-diynes

The chemistry of heterocycles in the 21st century

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