4.7 Article

Substituent-controlled site-selective silylation of 2H-indazoles to access silylated 1H-indazoles and 2H-indazoles under transition metal-free conditions

相关参考文献

注意:仅列出部分参考文献,下载原文获取全部文献信息。
Review Chemistry, Multidisciplinary

Catalytic asymmetric silicon-carbon bond-forming transformations based on Si-H functionalization

Li Li et al.

Summary: In light of recent advancements in silicon-carbon bond-forming transformations achieved through asymmetric catalysis, this review provides a comprehensive overview of the enantioselective Si-H bond functionalization. It focuses on the reactivity and stereoselectivity of catalytic asymmetric hydrosilylation, carbene Si-H insertion, Si-H silylation, and Si-C bond-forming cross-coupling reactions, which have been achieved with high enantioselectivity using transition-metal catalyst systems. The review highlights recent examples, discusses the origins of silicon-involving stereoselectivities, and evaluates the substrate scope and limitations of these catalytic asymmetric Si-H bond functionalization reactions due to the unique reactivity of different hydrosilanes.

SCIENCE CHINA-CHEMISTRY (2023)

Article Chemistry, Multidisciplinary

Iron-Catalyzed Borylation and Silylation of Unactivated Tertiary, Secondary, and Primary Alkyl Chlorides

Siyu Wang et al.

Summary: The study describes an iron-catalyzed reaction for efficient synthesis of alkylboronic esters and alkylsilanes from unactivated alkyl chlorides. The method shows a broad substrate scope and good functional group compatibility, suitable for late-stage boronization of biorelevant compounds.

CCS CHEMISTRY (2021)

Article Chemistry, Multidisciplinary

Experimental and Computational Studies of the Iron-Catalyzed Selective and Controllable Defluorosilylation of Unactivated Aliphatic gem-Difluoroalkenes

Huan Zhang et al.

Summary: The iron-catalyzed defluorosilylation reaction is an efficient, highly functional-group compatible, and stereo- and regioselective reaction that can be used for late-stage silylation of biologically relevant compounds, offering opportunities for applications in medicinal chemistry.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Multidisciplinary Sciences

Catalyst-free carbosilylation of alkenes using silyl boronates and organic fluorides via selective C-F bond activation

Jun Zhou et al.

Summary: A regioselective carbosilylation of alkenes is a powerful strategy to access functionalized silylated alkanes. In this study, the authors report a catalyst-free carbosilylation of alkenes using silyl boronates and organic fluorides, mediated by (BuOK)-Bu-t, and synthesized various silylated alkanes with tertiary or quaternary carbon centers.

NATURE COMMUNICATIONS (2021)

Article Chemistry, Organic

Iron-catalyzed C-F bond silylation and borylation of fluoroarenes

Minghui Sun et al.

Summary: This iron-catalyzed method allows efficient silylation and borylation of a wide range of substrates with good compatibility with functional groups. Additionally, it enables late-stage silylation of some pharmaceuticals, providing a valuable route for the synthesis of pharmaceutical intermediates.

ORGANIC CHEMISTRY FRONTIERS (2021)

Article Chemistry, Organic

Electrochemically promoted C-3 amination of 2H-indazoles

Mingli Sun et al.

Summary: This paper presents a metal-free and external oxidant-free electrochemical method for the C-3 amination of 2H-indazoles. The protocol utilizes commercially available azoles and aliphatic amines as amination reagents, with a broad substrate scope and high yields at room temperature. Mechanistic studies suggest an oxidative addition/elimination sequence under electrochemical conditions.

ORGANIC CHEMISTRY FRONTIERS (2021)

Article Chemistry, Organic

Iron-Catalyzed Silylation of (Hetero)aryl Chlorides with Et3SiBpin

Jia Jia et al.

ORGANIC LETTERS (2020)

Article Chemistry, Multidisciplinary

Efficient synthesis of 2-aryl-2H-indazoles by base-catalyzed benzyl C-H deprotonation and cyclization

Guo-Qing Jin et al.

CHEMICAL COMMUNICATIONS (2020)

Article Chemistry, Multidisciplinary

Room-Temperature, Metal-Free, and One-Pot Preparation of 2H-Indazoles through a Mills Reaction and Cyclization Sequence

Masaru Kondo et al.

CHEMISTRY-A EUROPEAN JOURNAL (2019)

Article Chemistry, Multidisciplinary

A Mild and Direct Site-Selective sp2 C-H Silylation of (Poly)Azines

Yiting Gu et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Organic

Solution to the C3-Arylation of Indazoles: Development of a Scalable Method

Kallol Basu et al.

ORGANIC LETTERS (2016)

Article Chemistry, Organic

A Synthesis of 1H-Indazoles via a Cu(OAc)2-Catalyzed N-N Bond Formation

Cheng-yi Chen et al.

ORGANIC LETTERS (2016)

Review Chemistry, Medicinal

Synthesis of indazole motifs and their medicinal importance: An overview

Digambar D. Gaikwad et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2015)

Article Chemistry, Organic

Multidirectional Synthesis of Substituted Indazoles via Iridium-Catalyzed C-H Borylation

Scott A. Sadler et al.

JOURNAL OF ORGANIC CHEMISTRY (2015)

Article Multidisciplinary Sciences

Silylation of C-H bonds in aromatic heterocycles by an Earth-abundant metal catalyst

Anton A. Toutov et al.

NATURE (2015)

Article Chemistry, Multidisciplinary

Regioselective zincation of indazoles using TMP2Zn and Negishi cross-coupling with aryl and heteroaryl iodides

Andreas Unsinn et al.

CHEMICAL COMMUNICATIONS (2012)

Review Chemistry, Organic

Recent advances in the chemistry of indazoles

Andreas Schmidt et al.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2008)

Article Chemistry, Multidisciplinary

An efficient, facile, and general synthesis of 1H-indazoles by 1,3-dipolar cycloaddition of arynes with diazomethane derivatives

Tienan Jin et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2007)

Article Chemistry, Organic

Regioselective protection at N-2 and derivatization at C-3 of indazoles

Guanglin Luo et al.

JOURNAL OF ORGANIC CHEMISTRY (2006)

Article Chemistry, Medicinal

Indazole estrogens:: Highly selective ligands for the estrogen receptor β

M De Angelis et al.

JOURNAL OF MEDICINAL CHEMISTRY (2005)