TfOH-catalyzed regioselective <i>N</i><sup>2</sup>-alkylation of indazoles with diazo compounds-Reference-Cited by-同舟云学术

TfOH-catalyzed regioselective N²-alkylation of indazoles with diazo compounds

Published:2022 Issue:44 Volume:58 Page:6429-6432
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

He Hangli¹²,Yan Jingyu²,Jin Jingru¹²,Yan Zhewei¹²,Yan Qiongjiao¹,Wang Wei¹^ORCID,Jiang Haipeng¹,Wang Haifeng¹²,Chen Fener¹³⁴^ORCID

Affiliation:

1. Pharmaceutical Research Institute, Wuhan Institute of Technology, Wuhan 430205, China

2. School of Chemical Engineering & Pharmacy, Wuhan Institute of Technology, Wuhan 430205, China

3. Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai 200433, China

4. Shanghai Engineering Center of Industrial Catalysis for Chiral Drugs, Shanghai 200433, China

Abstract

A novel highly selective N2-alkylation of indazoles with diazo compounds is described in good to excellent yields with high regioselectivity (N2/N1 up to 100/0) and excellent functional group tolerance.

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2022/CC/D2CC01404A

Reference29 articles.

1. Indazole: a medicinally important heterocyclic moiety

2. Pharmacological Properties of Indazole Derivatives: Recent Developments

3. Optimization of N-Benzoylindazole Derivatives as Inhibitors of Human Neutrophil Elastase

4. Discovery of GS-9973, a Selective and Orally Efficacious Inhibitor of Spleen Tyrosine Kinase

5. Synthesis of indazole motifs and their medicinal importance: An overview

Cited by 13 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Regioselective alkylation of a versatile indazole: Electrophile scope and mechanistic insights from density functional theory calculations;Beilstein Journal of Organic Chemistry;2024-08-09

2. Al(OTf)₃-Catalyzed Regioselective N²–Arylation of Tetrazoles with Diazo Compounds;The Journal of Organic Chemistry;2024-05-22

3. Synthesis of 2,4-Disubstituted Oxazoles and Thiazoles via Brønsted Acid-Catalyzed Cyclization of α-diazoketones with Amides;The Journal of Organic Chemistry;2024-03-22

4. DMAPO/Boc₂O‐Mediated One‐Pot Direct N1‐Acylation of Indazole with Carboxylic Acids: A Practical Synthesis of N1‐Functionalized Alkyl Indazoles;European Journal of Organic Chemistry;2024-02-29

5. TfOH‐Catalyzed Regioselective Alkylation of Hydroxybenzotriazole with Diazo Compounds and Further Base‐Facilitated Elimination under Batch and Flow Conditions;Asian Journal of Organic Chemistry;2024-01-24