100642-15-7Relevant articles and documents
Aminoethynylation, V. - Reaction of Stannylated Ynamines with (Chloromethylene)malonic Acid Derivatives
Himbert, Gerhard,Brunn, Wolfgang
, p. 2206 - 2216 (2007/10/02)
Reaction of ynanilines 1a and b with the (chloromethylene)malonic acid derivatives 2 and 3 furnishes under substitution of the stannyl group the enynamines 5 and 6 which are transformed into the methylated products 8 and 9 by reaction with diazomethane.The electron-deficient double bond of 5 reacts with N,N-diethyl(triphenylsilylethynyl)amine (1c) under cycloaddition.The thereby formed ynamines 10 spontaneously open the cyclobutene ring to give the dien-ynamines 11.The diethyl-ynamine 1d reacts with (chloromethylene)malononitrile (2) preferentially by addition to furnish the enamine derivatives 14 and 15.