Solvent-free C–H alkynylation of azulenes

Literature Information

Publication Date 2021-08-23
DOI 10.1039/D1QO01091C
Impact Factor 5.281
Authors

Agata Jarszak-Tyl, Bartłomiej Pigulski, Sławomir Szafert


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Abstract

A solvent-free coupling of azulenes with 1-haloalkynes and 1-halopolyynes has been developed. 1-Haloalkynes were used as substrates and the reaction needs only simple grinding of substrates in a mortar with basic Al2O3 without solvents or precious metal catalysts. The reaction works for longer 1-halopolyynes as well and direct introduction of a linear carbon chain up to (CC)4 is possible giving an easy access to azulene end-capped sp-hybridised carbon molecular wires. Finally, further reactivity of the resulting azulenes was tested and two butadiynyl derivatives were transformed into the corresponding thiophenes.

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Source Journal

Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Self-citation Rate: 8.7%
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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