Studies on organic fluorine compounds. XLIII. The ene reaction of hexafluoroacetone.
- 1 January 1984
- journal article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 32 (12) , 5031-5035
- https://doi.org/10.1248/cpb.32.5031
Abstract
The reaction of hexafluoroacetone with phenyl-substituted allyl compounds was found to give the ene products. Thus, allylbenzene gave 1, 1, 1-trifluoro-5-phenyl-2-(trifluoromethyl) pent-4-en-2-ol. Allyl phenyl ether and thioether gave the corresponding ene products. The product from the latter cyclized to 5-phenylthio-2, 2-bis (trifluoromethyl) tetrahydrofuran. N-Allyl-N-methylaniline reacted with the ketone to give the 4-(1, 1, 1, 3, 3, 3-hexafluoro-2-hydroxy-2-propyl) derivative via the Friedel-Crafts reaction, and this compound further reacted in the ene reaction to give unusual products.Keywords
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