Unexpected products from the reactions of 1-(bromodifluoromethyl)-2

J . Org. Chem. 1988, 53, 6151-6153

Unexpected Products from the Reactions of l-(Bromodifluoromethyl)-2-bromocyclohexanes with Potassium Hydroxide Seth Elsheimer,* Mariana Michael, Antonio Landavazo, Darlene K. Slattery, and Jennifer Weeks Department of Chemistry, University of Central Florida, Orlando, Florida 32816 Received J u n e 29, 1988

As part of our interest in the synthetic utility of difluorodiiodomethane,' we sought a general route into 1,l-difluoro 1,3-dienes 3 based on addition to alkenes followed by double dehydrohalogenation (eq 1,X = I). As a preliminary study we investigated the reactions of some of the analogous dibromides (eq 1, X = Br). R

R

'CH-C=CHR R'

I

cFzx