Literature DB >> 25894824

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

Scott A Sadler1, Andrew C Hones1, Bryan Roberts2, David Blakemore3, Todd B Marder1,4, Patrick G Steel1.   

Abstract

In the absence of a steric directing group, iridium-catalyzed C-H borylation of N-protected indazoles occurs rapidly and selectively at C-3 and the resulting boronate esters can be utilized in a range of downstream conversions. The functional group tolerance of the iridium-catalyzed C-H borylation reaction enables simple and efficient multidirectional syntheses of substituted indazoles to be realized.

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Year:  2015        PMID： 25894824     DOI： 10.1021/acs.joc.5b00452

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  6 in total

1.  Harnessing C-H Borylation/Deborylation for Selective Deuteration, Synthesis of Boronate Esters, and Late Stage Functionalization.

Authors:  Venkata A Kallepalli; Kristin A Gore; Feng Shi; Luis Sanchez; Ghayoor A Chotana; Susanne L Miller; Robert E Maleczka; Milton R Smith
Journal:  J Org Chem       Date:  2015-08-07       Impact factor: 4.354

2.  Bismuth Acetate as a Catalyst for the Sequential Protodeboronation of Di- and Triborylated Indoles.

Authors:  Fangyi Shen; Sriram Tyagarajan; Damith Perera; Shane W Krska; Peter E Maligres; Milton R Smith; Robert E Maleczka
Journal:  Org Lett       Date:  2016-03-21       Impact factor: 6.005

3.  Boryl (Hetero)aryne Precursors as Versatile Arylation Reagents: Synthesis through C-H Activation and Orthogonal Reactivity.

Authors:  Emilien Demory; Karthik Devaraj; Andreas Orthaber; Paul J Gates; Lukasz T Pilarski
Journal:  Angew Chem Int Ed Engl       Date:  2015-08-13       Impact factor: 15.336

4.  Metal-free, regioselective, visible light activation of 4CzIPN for the arylation of 2H-indazole derivatives.

Authors:  Rajendhiran Saritha; Sesuraj Babiola Annes; Subburethinam Ramesh
Journal:  RSC Adv       Date:  2021-04-15       Impact factor: 3.361

5.  Iridium-Catalyzed Borylation of 6-Fluoroquinolines: Access to 6-Fluoroquinolones.

Authors:  Aobha Hickey; Julia Merz; Hamad H Al Mamari; Alexandra Friedrich; Todd B Marder; Gerard P McGlacken
Journal:  J Org Chem       Date:  2022-07-15       Impact factor: 4.198

6.  Electronically Driven Regioselective Iridium-Catalyzed C-H Borylation of Donor-π-Acceptor Chromophores Containing Triarylboron Acceptors.

Authors:  Florian Rauch; Johannes Krebs; Julian Günther; Alexandra Friedrich; Martin Hähnel; Ivo Krummenacher; Holger Braunschweig; Maik Finze; Todd B Marder
Journal:  Chemistry       Date:  2020-07-23       Impact factor: 5.236
  6 in total

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