[3+ 2]-Cycloadditions of nitrile ylides after photoactivation of vinyl azides under flow conditions

S Cludius-Brandt, L Kupracz…

文献索引：Cludius-Brandt, Stephan; Kupracz, Lukas; Kirschning, Andreas Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 1745 - 1750

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被引用次数: 18

摘要

Abstract The photodenitrogenation of vinyl azides to 2H-azirines by using a photoflow reactor is reported and compared with thermal formation of 2H-azirines. Photochemically, the ring of the 2H-azirines was opened to yield the nitrile ylides, which underwent a [3+ 2]- cycloaddition with 1, 3-dipolarophiles. When diisopropyl azodicarboxylate serves as the dipolarophile, 1, 3, 4-triazoles become directly accessible starting from the corresponding ...