Donor-substituted furans and 1,2-bis(trifluoromethyl)ethylene-1,2-dicarbonitrile: The hidden cycloadditions
β Scribed by Rolf Huisgen; Grzegorz Mloston
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 364 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
The interaction of the title compound (BTF) with unsaturated nucleophiles (ketene dithioacetals, a-substituted vinyl ethers, N-vinylcarboxamides, enols, furans, N-methylpyrrole, N-methylindole) effects substitution of vinylic or aromatic H by -C(CF3)2-CH(CN)2. The highly electrophilic 2,2-bis(trifl
The effects of substituents and solvent variation on the rate constants are in harmony with a concerted cycloaddition. In the preceding communication we described reactions of 2,2-bis(trifluoromethyl)ethylene-1 ,I-dicarbonitrile (BTF; 1) with styrenes 2 2. By rapid reversible Diels-Alder additions w
## Abstract The title compound (short version: BTE) occurs in (__E__)β and (__Z__)βisomers (both with b.p. of __ca.__ 100Β°) which equilibrate with nucleophilic catalysts. Both undergo (2+2) cycloadditions with methyl vinyl ether at 25Β°. Three stereogenic centers in the cyclobutanes led to four __ra