Pd(II)-Catalyzed [3+2] spiroannulation of α-aryl-β-naphthols with alkynes via a C-H activation/dearomatization approach

被引：35

作者：

Han, Lingbo ^{[1
]}

Wang, Hui ^{[1
]}

Luan, Xinjun ^{[1
,2
]}

机构：

[1] Northwest Univ, Coll Chem & Mat Sci, Minist Educ, Key Lab Synthet & Nat Funct Mol Chem, Xian 710127, Shaanxi, Peoples R China

[2] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 16期

关键词：

CATALYTIC ASYMMETRIC DEAROMATIZATION; ALLYLIC DEAROMATIZATION; ARYLATIVE DEAROMATIZATION; ENANTIOSELECTIVE SYNTHESIS; OXIDATIVE ANNULATION; PHENOLS; INDOLES; ALKYLATION; BIARYLS; FUNCTIONALIZATION;

D O I：

10.1039/c8qo00614h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Readily available alpha-aryl-beta-naphthols undergo a [3 + 2] spiroannulation with internal alkynes upon treatment with a Pd(ii) catalyst and an oxidant. This transformation involves sequential C-H activation, alkyne migratory insertion, and naphthol dearomatization, affording highly appealing spirocyclic molecules in high yields with good functional group tolerance. Preliminary results with chiral phosphoramidite ligands indicate that enantioselective variants are feasible for this process.

引用

页码：2453 / 2457

页数：5

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