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Synthesis of 1,2'‐Spirobi[indene]‐1,3‐diones by Pd(II)‐Catalyzed C‐H Activation and Alkynes Annulation Reaction
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2024-05-15 , DOI: 10.1002/adsc.202400223
Feng Xu 1 , Lintao Yu 2 , Mengfan Chang 1 , Di Wang 1 , Zhi Shen 1 , Xu Zhang 1
Affiliation  

An intermolecular annulation reaction of 2‐aryl‐1,3‐indandions with alkynes was reported using Pd(OAc)2 to access spirobi[indene]‐1,3‐diones. Under palladium catalysis, the substrates form a homocoupling dimer intermediate through a catalytic dehydrogenative cross‐coupling process. The palladium(II) species could come from dimer or 2‐aryl‐1,3‐indandion. Notably, this pathway is not typically observed in enol‐directed formal sp3 C‐H functionalization/oxidative annulation palladium chemistry. This transformation provides a route to access a class of functionalized spiro carbocyclic indenes.

中文翻译:


Pd(II)催化C-H活化和炔烃成环反应合成1,2'-螺二[茚]-1,3-二酮



据报道,使用 Pd(OAc)2 进行 2-芳基-1,3-茚满二酮与炔烃的分子间成环反应,得到螺二[茚]-1,3-二酮。在钯催化下,底物通过催化脱氢交叉偶联过程形成同偶联二聚体中间体。钯 (II) 物质可能来自二聚体或 2-芳基-1,3-茚满二酮。值得注意的是,这种途径通常在烯醇导向的形式 sp3 C-H 官能化/氧化成环钯化学中观察不到。这种转化提供了获得一类官能化螺环碳环茚的途径。
更新日期:2024-05-15
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