A crystalline seven-membered cyclic ketenimine from a thiocarbonyl-S-methylide
R Huisgen, E Langhals, H Noeth
Index: Huisgen, Rolf; Langhals, Elke; Noeth, Heinrich Journal of Organic Chemistry, 1990 , vol. 55, # 5 p. 1412 - 1414
Full Text: HTML
Citation Number: 27
Abstract
Summary: The [3+ 41 cycloaddition of 1, 1, 3, 3-tetramethylindane-2-thione S-methylide (1 1) and 2, 3-bis (trifluoromethy1) fumaronitrile (2c) afforded 86% of the ketene imine 14, the X- ray structure of which revealed a strained ring; the thermolysis to thione 9+ cyclopropane 18 constitutes a novel reaction course.
Related Articles:
Stereochemical studies of dioxetane formation with hindered olefins
[Kabe,Y.; Takata,T.; Ueno,K. Journal of the American Chemical Society, 1984 , vol. 106, p. 8174]
[Huisgen, Rolf; Langhals, Elke; Polborn, Kurt; Karaghiosoff, Konstantin Helvetica Chimica Acta, 2004 , vol. 87, # 6 p. 1426 - 1445]