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

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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.