Beilstein Journal of Organic Chemistry p. 1745 - 1750 (2013)
Update date:2022-09-26
Topics:
Cludius-Brandt, Stephan
Kupracz, Lukas
Kirschning, Andreas
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 vinyl azide.
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