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Gold(I)-Catalyzed Indole Synthesis through Aza-Nazarov-Type Cyclization of α-Imino Gold Carbene Complexes and Arenes
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2021-09-15 , DOI: 10.1002/adsc.202101006
Dario Allegue 1 , Javier Santamaría 2 , Alfredo Ballesteros 2
Affiliation  

Here we report a gold(I)-catalyzed and atom-economical ortho-N-indolyl-N-pyrazolylbenzene synthesis from 1,2,3-triazapentalenes and ynamides. The reaction occurs through the cleavage of the triazole ring and formation of a α-imino gold carbene intermediate. An aza-Nazarov-type cyclization with participation of an arene ring is involved. The reaction consists in a formal [4+1] heterocycloaddition where the four-carbon synthon is provided by the ynamide. Finally, indole synthesis could also be performed in a one-pot procedure from their 1-propargyl-1H-benzotrizaole precursors.

中文翻译:

通过 α-亚氨基金卡宾配合物和芳烃的 Aza-Nazarov 型环化合成金 (I)-催化吲哚

此处我们报告一个金(I)催化的和原子的经济- ñ -indolyl- ñ从1,2,3- triazapentalenes和ynamides -pyrazolylbenzene合成。该反应通过三唑环的断裂和α-亚氨基金卡宾中间体的形成而发生。涉及芳烃环参与的氮杂-纳扎罗夫型环化。该反应包括正式的 [4+1] 杂环加成,其中四碳合成子由 ynamide 提供。最后,吲哚合成也可以在一锅法中从它们的 1-propargyl-1 H - benzotrizaole 前体进行。
更新日期:2021-09-15
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