Tetrahedron

Photolysis of open-chain 1, 2-diazidoalkenes: generation of 2-azido-2H-azirines, formyl cyanide, and formyl isocyanide

K Banert, JR Fotsing, M Hagedorn, HP Reisenauer…

Index: Banert, Klaus; Fotsing, Joseph Rodolph; Hagedorn, Manfred; Reisenauer, Hans Peter; Maier, Guenther Tetrahedron, 2008 , vol. 64, # 24 p. 5645 - 5648

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Citation Number: 11

Abstract

Solutions of several open-chain 1, 2-diazidoethenes were photolyzed to yield 2-azido-2H- azirines, which were identified by NMR spectroscopy at low temperature. On prolonged irradiation or warm-up of the NMR solutions, these heterocycles lost a second molecule of nitrogen to be cleaved into two fragments of cyano compounds. In the case of (Z)-2, 3- diazidocinnamaldehyde, the formation of formyl cyanide was detected by IR spectroscopy ...

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