Ligand and counteranion enabled regiodivergent C-H bond functionalization of naphthols with α-aryl-α-diazoesters

被引:75
作者
Yu, Zhunzhun [1 ]
Li, Yongfeng [1 ]
Zhang, Peichao [1 ]
Liu, Lu [1 ]
Zhang, Junliang [1 ]
机构
[1] East China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, 3663 N Zhongshan Rd, Shanghai 200062, Peoples R China
基金
中国国家自然科学基金;
关键词
OXO GOLD CARBENES; ORGANIC-SYNTHESIS; DIAZO REAGENTS; SELECTIVE FUNCTIONALIZATION; QUATERNARY STEREOCENTERS; CATALYTIC DIVERGENT; INSERTION REACTIONS; 3+2 CYCLOADDITION; META; PHENOLS;
D O I
10.1039/c9sc01657k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Here, an unprecedented ligand and counteranion-controlled and site-selectivity switchable direct C-H bond functionalization of unprotected naphthols with alpha-aryl-alpha-diazoesters was developed. In this transformation, site selectivities are realized by turning on/off the coordination between metal complexes and hydroxy groups. The preliminary mechanism revealed that the interaction between the hydroxy group and gold catalyst plays a key role in switching the site-selectivity of gold-carbene. This protocol potentially provides a novel design for C-H bond functionalization.
引用
收藏
页码:6553 / 6559
页数:7
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