The Journal of organic chemistry

A direct approach to 5-hydroxybenzofurans via a platinum-catalyzed domino rearrangement/5-endo-dig cyclization reaction of quinols

I Kim, K Kim, J Choi

Index: Kim, Ikyon; Kim, Kyungsun; Choi, Jungeun Journal of Organic Chemistry, 2009 , vol. 74, # 21 p. 8492 - 8495

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Citation Number: 32

Abstract

Along this line, we anticipated that quinols bearing an alkyne unit 6 would rearrange to either 7 or 8, setting the stage for the subsequent intramolecular cyclization to provide 5- or 6-hydroxybenzofuran (Scheme 2). Since both types of substitution patterns are frequently found in a number of natural products and pharmaceuticals, we decided to explore the feasibility of this strategy. To the best of our knowledge, no examples on the dienone−phenol rearrangement of the quinols ...