Oxygen heterocycles by the Parham cyclialkylation

CK Bradsher, DC Reames

Index: Bradsher, Charles K.; Reames, David C. Journal of Organic Chemistry, 1981 , vol. 46, # 7 p. 1384 - 1388

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Citation Number: 33

Abstract

The addition of butyllithium at-100" C to w-bromoalkyl ethers of o-bromophenol (and its congeners) led to preferential exchange of the aryl bromine at position 2. The resulting organolithium reagents, under suitable conditions, cyclized to afford 2, 3- dihydrobenzofurans (6), 3, 4-dihydro-Wl-benzopyrans (13), or 2, 3, 4, 5-tetrahydro-1- benzoxepins (16) in good yields, but less satisfactory reaulta were obtained with the ...