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
Full Text: HTML
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 ...
Related Articles:
A Simple Synthesis of Nitriles from Aldoximes (1)
[Coskun, Necdet Synthetic Communications, 2004 , vol. 34, # 9 p. 1625 - 1630]
[Venkatesan, Shanmuganathan; Kumar, Annamalai Senthil; Lee, Jyh-Fu; Chan, Ting-Shan; Zen, Jyh-Myng Chemistry - A European Journal, 2012 , vol. 18, # 20 p. 6147 - 6151]
Facile transformation of esters to nitriles
[Suzuki, Yusuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2011 , vol. 67, # 41 p. 7956 - 7962]
[Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2011 , vol. 67, # 5 p. 958 - 964]
Direct transformation of N, N-disubstituted amides and isopropyl esters to nitriles
[Suzuki, Yusuke; Yoshino, Takumi; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2011 , vol. 67, # 21 p. 3809 - 3814]