Ru(II)-catalyzed ortho C-H Arylation of Heterocyclic Biaryls

被引：0

作者：

Pinheiro, Erick M. C. ^{[1
]}

Couto, Daniel P. ^{[1
]}

Oliveira, Caio C. ^{[1
]}

机构：

[1] Univ Estadual Campinas Unicamp, Inst Chem, Monteiro Lobato 270 13083-970, BR-13083862 Campinas, SP, Brazil

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 14卷 / 01期

基金：

巴西圣保罗研究基金会;

关键词：

Aryl iodide; C-H activation; Diaryliodonium salt; Ruthenacycle; CYCLOPROPANATION;

D O I：

10.1002/ajoc.202400463

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ru(II)-Pheox complexes are known catalysts for carbene insertion reactions. Herein we teach them a new trick: how to perform ortho C-H arylation processes! Our operationally simple protocol tolerates structurally diverse directing groups and both aryl iodides and diaryliodonium salts as transfer groups.

引用

收藏

页数：4

相关论文

共 27 条

[1]

Arockiam PB, 2012, CHEM REV, V112, P5879, DOI [10.1021/cr300153j, 10.1021/cr300153J]

[2] Pd Metal Catalysts for Cross-Couplings and Related Reactions in the 21st Century: A Critical Review [J].

Biffis, Andrea ;

Centomo, Paolo ;

Del Zotto, Alessandro ;

Zeccal, Marco .

CHEMICAL REVIEWS, 2018, 118 (04) :2249-2295

[3] Highly stereoselective Ru(II)-Pheox catalyzed asymmetric cyclopropanation of terminal olefins with succinimidyl diazoacetate [J].

Chanthamath, Soda ;

Phomkeona, Kesiny ;

Shibatomi, Kazutaka ;

Iwasa, Seiji .

CHEMICAL COMMUNICATIONS, 2012, 48 (62) :7750-7752

[4]

Chen XR, 2023, ANGEW CHEM INT EDIT, V62, DOI [10.1002/ange.202302021, 10.1002/anie.202302021]

[5] A retrospective-prospective review of Suzuki-Miyaura reaction: From cross-coupling reaction to pharmaceutical industry applications [J].

Farhang, Mehran ;

Akbarzadeh, Ali Reza ;

Rabbani, Mahboubeh ;

Ghadiri, Amir Mohammad .

POLYHEDRON, 2022, 227

[6] Improving the sustainability of the ruthenium-catalysed N-directed C-H arylation of arenes with aryl halides [J].

Findlay, Michael T. ;

Hogg, Ashley S. ;

Douglas, James J. ;

Larrosa, Igor .

GREEN CHEMISTRY, 2023, 25 (06) :2394-2400

[7] Synthesis of γ-lactams via Ru(II)-Pheox-catalyzed regioselective intramolecular Csp3-H insertion of diazoacetamides [J].

Fujii, Takuji ;

Huong Dang Thi Thu ;

Iwasa, Seiji .

TETRAHEDRON LETTERS, 2020, 61 (37)

[8] Ruthenium-catalyzed C-H bond functionalization in cascade and one-pot transformations [J].

Gramage-Doria, Rafael ;

Bruneau, Christian .

COORDINATION CHEMISTRY REVIEWS, 2021, 428

[9] Ruthenium(II)-Catalyzed Chelation-Assisted Arylation of C-H Bonds with Diaryliodonium Salts [J].

Ho, Jordan Sun ;

Castro, Luis C. Misal ;

Aihara, Yoshinori ;

Tobisu, Mamoru ;

Chatani, Naoto .

ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 3 (01) :48-51

[10] Ruthenium-Catalyzed Monoselective C-H Methylation and d3-Methylation of Arenes [J].

Hogg, Ashley ;

Wheatley, Matthew ;

Domingo-Legarda, Pablo ;

Carral-Menoyo, Asier ;

Cottam, Naomi ;

Larrosa, Igor .

JACS AU, 2022, 2 (11) :2529-2538