The Journal of organic chemistry

Lewis acid-catalyzed [4+ 2] benzannulation between enynal units and enols or enol ethers: Novel synthetic tools for polysubstituted aromatic compounds including …

N Asao, H Aikawa

Index: Asao, Naoki; Aikawa, Haruo Journal of Organic Chemistry, 2006 , vol. 71, # 14 p. 5249 - 5253

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Citation Number: 105

Abstract

The reaction of enynals 1, including o-(alkynyl) benzaldehydes, and carbonyl compounds 2, such as aldehydes and ketones, in the presence of a catalytic amount of AuBr3 in 1, 4- dioxane at 100° C gave the functionalized aromatic compounds 3 in high yields. Similarly, the AuBr3-catalyzed reactions of 1 with acetal compounds 5 afforded the corresponding aromatic compounds 3 in good yields. On the other hand, when the reaction was carried ...