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Application of the Povarov Reaction in Biaryls under Iron Catalysis for the General Synthesis of Dibenzo[a,c]Acridines.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-06-26 , DOI: 10.1021/acs.joc.0c01300
Baitan Chakraborty 1 , Abhishek Kar 1 , Rupsa Chanda 1 , Umasish Jana 1
Affiliation  

A modified Povarov reaction involving 2′-alkynylbiaryl-2-carbaldehydes and aryl amines with tandem oxidation was performed using catalytic FeCl3. The outcome was an efficient general synthesis of dibenzo[a,c]acridines with moderate to high yields. This method offers simplicity in the preparation of substrates, diverse substrate scope, and high atom economy. The generality of the protocol was verified by synthesizing a tribenzo[a,c,h]acridine derivative. Photophysical properties of the synthesized compounds were also studied. The compounds absorb UV light typically in the range 230–330 nm and emit in the visible range of 400–420 nm.

中文翻译:

Povarov反应在铁催化的联芳烃中用于二苯并[a,c] A啶的一般合成。

使用催化FeCl 3进行了包含2'-炔基联芳基-2-甲醛和芳基胺的串联反应的修饰Povarov反应。结果是二苯并[ a,c ] ac啶的高效常规合成,产率中等至高。该方法简化了底物的制备,多种底物范围和高原子经济性。通过合成三苯并[ a,c,h ] ac啶衍生物验证了该方案的一般性。还研究了合成化合物的光物理性质。这些化合物吸收的紫外线通常在230-330 nm范围内,并在400-420 nm的可见光范围内发射。
更新日期:2020-07-17
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