Room-Temperature meta-Functionalization: Pd(II)-Catalyzed Synthesis of 1,3,5-Trialkenyl Arene and meta-Hydroxylated Olefin

被引:95
作者
Bera, Milan [1 ]
Sahoo, Santosh K. [1 ]
Maiti, Debabrata [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
来源
ACS CATALYSIS | 2016年 / 6卷 / 06期
关键词
meta-olefination; hydroxylation; acetoxylation; room temperature; 1,3,5-trialkenyl arene; meta-hydroxy olefin; palladium; C-H OLEFINATION; ELECTRON-DEFICIENT ARENES; ARYL HYDROGEN PHOSPHATES; AMINO-ACID LIGANDS; BOND ACTIVATION; DIRECTING GROUP; ORTHO-ARYLATION; C(SP(2))-H; SELECTIVITY; BORYLATION;
D O I
10.1021/acscatal.6b00675
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Development of meta-C-H functionalization reactions at room temperature continues to be a tough challenge. Use of a phosphonate linkage allowed a Pd (II) catalyzed meta-C-H functionalization at room temperature while incorporating a cyanophenol-based directing moiety. Successful implementation of sequential di-meta-olefination led to the synthesis of a trialkenyl arene, which has applications in organic electronics and optoelectronics. Under robust conditions, C-O bond formation has been discovered for the meta hydroxylation and meta-acetoxylation.
引用
收藏
页码:3575 / 3579
页数:5
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