Selective Ortho Thiolation Enabled by Tuning the Ancillary Ligand in Palladium/Norbornene Catalysis

被引：52

作者：

Cai, Wenqiang ^{[1
,2
]}

Gu, Zhenhua ^{[1
,2
]}

机构：

[1] Univ Sci & Technol China, Dept Chem, Ctr Excellence Mol Synth, 96 Jinzhai Rd, Hefei 230026, Anhui, Peoples R China

[2] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, 96 Jinzhai Rd, Hefei 230026, Anhui, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 09期

关键词：

CONCOMITANT ORTHO-ALKYLATION; C-H FUNCTIONALIZATION; ARYL IODIDES; AROMATIC FUNCTIONALIZATION; EFFICIENT SYNTHESIS; ORTHO-ARYLATION; ORTHO-ACYLATION; DOMINO REACTION; PALLADIUM; NORBORNENE;

D O I：

10.1021/acs.orglett.9b00923

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Site-selective introduction of a sulfur group into aromatic compounds is essential and useful in organic, material, and pharmaceutical chemistry. A palladium/norbornene-catalyzed chemoselective ortho thiolation of aryl halides was reported. The selectivity of reductive elimination for C(Ar)-SR bond formation was well controlled by tuning the ancillary ligand in the aryl-NBE palladacycle Pd(IV) intermediate. The reaction showcased good substrate scope: both S-alkyl and S-aryl thiosulfonates were compatible.

引用

页码：3204 / 3209

页数：6

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