Synthesis of 1,2′-Spirobi[indene]-1,3-diones by Pd(II)-Catalyzed C-H Activation and Alkynes Annulation Reaction

被引:0
|
作者
Xu, Xuefeng [1 ]
Yu, Lintao [1 ]
Chang, Mengfan [1 ]
Wang, Di [1 ]
Shen, Zhi [1 ]
Zhang, Xu [1 ]
机构
[1] Nanyang Normal Univ, Coll Chem & Pharmaceut Engn, Engn Technol Res Ctr Henan Prov Solar Catalysis, Nanyang 473061, Peoples R China
基金
中国国家自然科学基金;
关键词
2-Aryl-1,3-indandiones; Alkynes; Spirobi[indene]-1,3-diones; Palladium Catalyst; CATALYZED OXIDATIVE ANNULATION; BOND-DISSOCIATION ENERGIES; INTERNAL ALKYNES; CHEMOSELECTIVE ACTIVATION; FUNCTIONALIZATION; METAL; DERIVATIVES; 4-HYDROXYCOUMARINS; 2-ALKENYLPHENOLS; DEAROMATIZATION;
D O I
10.1002/adsc.202400223
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
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. image
引用
收藏
页码:2926 / 2932
页数:7
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