Cascade Synthesis of 4‐Arylcoumarins: Pd‐Catalyzed Arylations and Cyclizations with (E)‐Ethyl 3‐(2‐Hydroxyaryl)acrylates and Triarylantimony Difluorides,European Journal of Organic Chemistry

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Cascade Synthesis of 4‐Arylcoumarins: Pd‐Catalyzed Arylations and Cyclizations with (E)‐Ethyl 3‐(2‐Hydroxyaryl)acrylates and Triarylantimony Difluorides
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2020-02-27 , DOI: 10.1002/ejoc.201901866
Yuki Kitamura ₁ , Mio Matsumura ₁ , Yukari Kato ₁ , Yuki Murata ₁ , Shuji Yasuike ₁

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The reactions of 3‐(2‐hydroxyaryl)acrylates with triarylantimony difluorides in the presence of Pd(OAc)₂ and 2,2'‐bipyridyl under aerobic conditions afforded 4‐arylcoumarins in good‐to‐excellent yields with all of the aryl groups in the triarylantimony difluoride transferred to the coupling products. This protocol increases the synthetic scope of 4‐arylcoumarins, especially those bearing electron‐withdrawing groups, which are more difficult to prepare using previous methods.

中文翻译：

级联4-芳香豆素的合成：钯催化的芳基化和3-（2-羟基-2-芳基）丙烯酸乙酯和三氟化三芳基锑的环化反应

在有氧条件下，Pd（OAc）₂和2,2'-联吡啶存在下，3-（2-羟基芳基）丙烯酸酯与三氟化三芳基锑的反应提供了4-芳基香豆素，具有优异的收率，具有所有芳基将三氟化三芳基锑转移到偶联产物中。该方案扩大了4-芳基香豆素的合成范围，特别是带有吸电子基团的4-芳基香豆素的合成范围，使用以前的方法很难制备。

更新日期：2020-02-27

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