One-pot, solvent-free Pd(II)-catalyzed direct β-C-H arylation of carboxamides involving anhydrides as substrates via in situ installation of directing group

被引：9

作者：

Dalal, Arup ^{[1
]}

Singh, Prabhakar ^{[1
]}

Babu, Srinivasarao Arulananda ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res USER Mohali, Dept Chem Sci, Sect 81,Manauli PO, Manauli 140306, Punjab, India

来源：

TETRAHEDRON | 2019年 / 75卷 / 09期

关键词：

Carboxamides; C-H activation; Multicomponent reaction; Palladium; C-H arylation; UNACTIVATED C(SP(3))-H BONDS; CATALYZED ARYLATION; PALLADIUM(II)-CATALYZED ARYLATION; ALIPHATIC AMIDES; CARBOXYLIC-ACIDS; PALLADIUM; BIDENTATE; FUNCTIONALIZATION; ACTIVATION; AUXILIARY;

D O I：

10.1016/j.tet.2019.01.042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot, multicomponent-type, solvent-free Pd(II)-catalyzed direct beta-C-H activation/arylation of carboxamides involving anhydrides as substrates via in situ installation of directing group (DG) is reported. Typically, the DG-assisted beta-C-H activation/arylation of carboxamides is a two-step process comprising the installation of DG and Pd(II)-catalyzed C-H arylation. We attempted a multicomponent-type reaction comprising an anhydride, a DG (e.g. 8-aminoquinoline), an aryl iodide in the presence of the Pd(II) catalyst and an appropriate additive. Different anhydrides, DGs, aryl iodides, catalysts and additives were screened to reveal the scope of this multicomponent-type C-H arylation reaction process and various beta-C-H arylated carboxamides were obtained in satisfactory to good yields. (C) 2019 Elsevier Ltd. All rights reserved.

引用

页码：1246 / 1257

页数：12

共 75 条

[1] Carboxylate-Assisted Ruthenium-Catalyzed Alkyne Annulations by C-H/Het-H Bond Functionalizations [J].