Readily Removable Directing Group Assisted Chemo- and Regioselective C(sp3)-H Activation by Palladium Catalysis

被引：59

作者：

Zhang, Yun-Fei ^{[1
,2
,3
]}

Zhao, Hong-Wei ^{[4
]}

Wang, Hui ^{[1
,2
,3
]}

Wei, Jiang-Bo ^{[1
,2
,3
]}

Shi, Zhang-Jie ^{[1
,2
,3
,5
]}

机构：

[1] Peking Univ, BNLMS, Coll Chem & Mol Engn, Beijing 100871, Peoples R China

[2] Peking Univ, BNLMS, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Beijing 100871, Peoples R China

[3] Peking Univ, Green Chem Ctr, Beijing 100871, Peoples R China

[4] Shanxi Univ, Coll Chem & Chem Engn, Taiyuan 030006, Shanxi, Peoples R China

[5] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 46期

关键词：

arenes; C-H activation; palladium; silver; synthetic methods; C-H ACTIVATION; UNACTIVATED C(SP(3))-H; BOND FORMATION; DIRECT ARYLATION; STEREOSELECTIVE-SYNTHESIS; COUPLING REACTIONS; BETA-LACTAMS; FUNCTIONALIZATION; OLEFINATION; CARBONYLATION;

D O I：

10.1002/anie.201505932

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Currently used directing groups for selective aliphatic -functionalization of carbonyl compounds show excellent reactivity and selectivity with an amide as a linker. Described herein is 2-piconimide, used for the first time with commercially available 2-picolinamide/2-picolic acid as precursors, to direct CH arylation/alkenylation by palladium catalysis. The directing group is essential for promoting the sequnetial primary and secondary C(sp(3))H arylation with different aryl iodides in one substrate. The directing group was easily removed under simple reaction conditions at room temperature.

引用

页码：13686 / 13690

页数：5

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