An approach to the synthesis of unsymmetrically substituted chlorobiphenyls

JL Pyle, AA Shaffer, JS Cantrell

Index: Pyle, James L.; Shaffer, Alan A.; Cantrell, Joseph S. Journal of Organic Chemistry, 1981 , vol. 46, # 1 p. 115 - 118

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Citation Number: 8

Abstract

The Diels-Alder cycloaddition of o-chloranil with phenylacetylenes substituted with chlorine in the aryl ring can afford chlorobiphenyls upon photodecomposition of the bridged diketone adduct. Biphenyls derived from 3-chloro-, 4-chloro-, 2, 4-dichloro-, and (2, 5-dichlorophenyl) acetylene have been prepared by this route. These (chloropheny1) acetylenes are available from the corresponding acetophenones. The applicability of this route suggests a general ...