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1,2-Bis(trifluoromethyl)ethene-1,2-dicarbonitrile and Vinyl Ethers: Cyclic Ketene Imines on the Pathway to 1 : 2 Cycloadducts

✍ Scribed by Gonzalo Urrutia Desmaison; Rolf Huisgen; Heinrich Nöth

Book ID
112098317
Publisher
John Wiley and Sons
Year
2012
Tongue
German
Weight
238 KB
Volume
95
Category
Article
ISSN
0018-019X

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## Abstract The title compound (short version: BTE) occurs in (__E__)‐ and (__Z__)‐isomers (both with b.p. of __ca.__ 100°) which equilibrate with nucleophilic catalysts. Both undergo (2+2) cycloadditions with methyl vinyl ether at 25°. Three stereogenic centers in the cyclobutanes led to four __ra

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Dedicated to Mordecai Rubin, Technion, Haifa, on the occasion of his 80th birthday The cycloadditions of methyl diazoacetate to 2,3-bis(trifluoromethyl)fumaronitrile ((E)-BTE) and 2,3-bis(trifluoromethyl)maleonitrile ((Z)-BTE) furnish the 4,5-dihydro-1H-pyrazoles 13. The retention of dipolarophile