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Digitale Medien

Pseudoazulene als Dienophile in der [4 + 2]-Cycloaddition mit inversem Elektronenbedarf (1993)

Reimers, Uwe ; Seitz, Gunther

Weinheim : Wiley-Blackwell

Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 2143-2147

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Details

ISSN: 0009-2940

Schlagwort(e): Pseudoazulenes ; 1,2,4,5-Tetrazines ; [4 + 2] Cycloadditions, two-step ; 14π-Hetarenes ; Chemistry ; Inorganic Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: Pseudoazulenes as Dienophiles in the [4 + 2] Cycloaddition with Inverse Electron Demand[4 + 2] Cycloadditions of the pseudoazulenes 2, 6, 13, 18, and 22 to the extremely electron-deficient s-cis-fixed diazadiene system of 3,6-bis(trifluoromethyl)-1,2,4,5-tetrazine (1) are described. Probably according to a two-step mechanism the pseudoazulenes 2, 6, and 18 react with 1 to form the corresponding cycloadducts followed by elimination of nitrogen and oxidation to furnish the novel 14 systems 5, 12, and 21 in rather high yields. In contrast, with the cyclopenta[d]-pyridazines 13 and 22 the azines 17 and 26, respectively, are formed exclusively.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/cber.19931260927

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