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Abstract

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Review | Regular issue | Vol 89, No. 6, 2014, pp. 1343 - 1367
Published online: 21st February, 2014
DOI: 10.3987/REV-13-786
Transition Metal-Catalyzed Synthesis of π-Conjugated Cyclic Esters and Amides from Alkynes and Carbonyl Reagents

Tetsuaki Fujihara and Yasushi Tsuji*

*Deparment of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Kyoudai-katsura, Nishikyo, Kyoto 615-8510, Japan

Abstract

The transition metal-catalyzed intermolecular reaction of carbonyl precursors with alkynes is a simple method for constructing various carbonyl compounds. We review the syntheses of π-conjugated cyclic carbonyl compounds from the reaction of alkynes with suitable carbonyl precursors in the presence of transition metal catalysts. These methods afford isocoumarins, chromones, 2-quinolones, 4-quinolones, and isoquinolones, and the reaction of diynes with carbon dioxide produces pyrones.

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