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Sequential Conia-ene-type cyclization and Negishi coupling by cooperative functions of B(C6F5)3, ZnI2, Pd(PPh3)4 and an amine.
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2020-09-07 , DOI: 10.1039/d0ob01678k
Min Cao 1 , Ahmet Yesilcimen 1 , Soumil Prasad 1 , Jason Genova 1 , Tanner Myers 1 , Masayuki Wasa 1
Affiliation  

We disclose a method for sequential Conia-ene-type cyclization/Negishi coupling for the union of alkynyl ketones and aryl iodides. This process is promoted through cooperative actions of Lewis acidic B(C6F5)3, ZnI2, Pd-based complex, and a Brønsted basic amine. The three Lewis acid catalysts with potential overlapping functions play their independent roles as activators of carbonyl group, alkyne moiety, and alkenyl zinc intermediate, respectively. A variety of 1,2,3-substituted cyclopentenes can be synthesized with high efficiency.

中文翻译:

通过 B(C6F5)3、ZnI2、Pd(PPh3)4 和胺的协同作用进行连续 Conia-ene 型环化和 Negishi 偶联。

我们公开了一种用于炔基酮和芳基碘化物联合的顺序Conia-ene型环化/Negishi偶联的方法。该过程是通过路易斯酸性B(C 6 F 5 ) 3、ZnI 2、Pd基络合物和布朗斯台德碱性胺的协同作用来促进的。三种具有潜在重叠功能的路易斯酸催化剂分别作为羰基、炔烃部分和烯基锌中间体的活化剂发挥各自独立的作用。可高效合成多种1,2,3-取代环戊烯。
更新日期:2020-09-23
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