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Scandium (III)‐Catalyzed Cycloaddition of in situ Generated ortho‐Quinone Methides with Vinyl Azides: An Efficient Access to Substituted 4H‐Chromenes
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2018-07-24 , DOI: 10.1002/adsc.201800565
Nuligonda Thirupathi 1 , Chen-Ho Tung 1 , Zhenghu Xu 1, 2
Affiliation  

A convenient and practical synthesis of 4H‐chromenes from the readily accessible o‐hydroxybenzhydryl alcohols and vinyl azides has been achieved. The transformation proceeds through a cascade that involves formation of an ortho‐quinone methide, [4+2]‐cycloaddition and elimination of hydrazoic acid. The reaction is well tolerated with respect to both the o‐hydroxybenzhydrols and the vinyl azides and affords the products in moderate to good yields.

中文翻译:

dium(III)催化与乙烯基叠氮化物原位生成的邻醌甲基苯甲酸酯的环加成反应:高效获得取代的4H-Chromenes

从容易获得的羟基苯二甲醇和叠氮化物实现了4 H-色烯的便捷,实用合成。转化过程通过级联反应进行,该级联反应包括形成苯二甲酰甲基甲烷,[4 + 2]-环加成反应和消除酸。该反应对羟基苯酚和叠氮化乙烯都具有良好的耐受性,并能以中等至良好的收率提供产物。
更新日期:2018-07-24
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