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Controllable Tandem [3+2] Cyclization of Aromatic Aldehydes with Maleimides: Rhodium(III)-Catalyzed Divergent Synthesis of Indane-Fused Pyrrolidine-2,5-dione
Organic Letters ( IF 5.2 ) Pub Date : 2020-11-05 , DOI: 10.1021/acs.orglett.0c03113
Xin-Ran Li 1 , Si-Qi Chen 1 , Juan Fan 1 , Chao-Jun Li 2 , Xue Wang 1 , Zhong-Wen Liu 1 , Xian-Ying Shi 1
Affiliation  

Controllable rhodium(III)-catalyzed tandem [3+2] cyclization of aromatic aldehydes with maleimides is developed for the divergent synthesis of stereoselective indane-fused pyrrolidine-2,5-dione. Switchable access to different products could be achieved by employing different additives and varying the reaction time. This atom-economic transformation proceeds efficiently via the C–H bond activation directed by weakly coordinating aldehydes and is characterized by exclusive stereoselectivity, air atmosphere, and being free of nitrogen-based transient directing groups.

中文翻译:

马来酰亚胺与芳香醛的可控串联[3 + 2]环化反应:铑(III)催化茚满吡咯烷2,5-二酮的发散合成

开发了可控制的铑(III)催化的顺丁烯醛与马来酰亚胺的串联[3 + 2]环化反应,用于发散合成立体选择性的茚满稠合的吡咯烷-2,5-二酮。通过使用不同的添加剂并改变反应时间,可以实现对不同产品的可切换访问。这种原子经济的转变通过弱配位的醛通过C–H键的活化而有效地进行,其特征是具有独特的立体选择性,空气气氛,并且不含氮基的瞬态导向基团。
更新日期:2020-11-21
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