首页> 外文期刊>Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry >A new approach to fused furan ring systems and benzofurans: intramolecular cyclization reactions of unsaturated acyloxy sulfone derivatives
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A new approach to fused furan ring systems and benzofurans: intramolecular cyclization reactions of unsaturated acyloxy sulfone derivatives

机译:稠合呋喃环系统和苯并呋喃的新方法:不饱和酰氧基砜衍生物的分子内环化反应

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摘要

Unsaturated acyloxy sulfones 3 undergo intramolecular cyclization upon deprotonation with LHMDS in THF. Dehydration and double bond isomerization of the products upon exposure to acid, gave the fused ring furans, 4, in good yields. This strategy could be readily adapted to prepare substituted benzofurans 12 from the cyclization reactions of acyloxy sulfones 11 prepared from phenols. Finally, this approach could be successfully modified to access dihydropyrans and benzopyrans.
机译:在THF中用LHMDS去质子后,不饱和的酰氧基砜3经历分子内环化。暴露于酸时产物的脱水和双键异构化以高收率得到稠合的环呋喃4。该策略可以容易地适用于从由酚制备的酰氧基砜11的环化反应中制备取代的苯并呋喃12。最后,可以成功地修改该方法以使用二氢吡喃和苯并吡喃。

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