Literature DB >> 22916734

Ruthenium-catalyzed transformation of aryl and alkenyl triflates to halides.

Yusuke Imazaki1, Eiji Shirakawa, Ryota Ueno, Tamio Hayashi.   

Abstract

Aryl triflates were transformed to aryl bromides/iodides simply by treating them with LiBr/NaI and [Cp*Ru(MeCN)(3)]OTf. The ruthenium complex also catalyzed the transformation of alkenyl sulfonates and phosphates to alkenyl halides under mild conditions. Aryl and alkenyl triflates undergo oxidative addition to a ruthenium(II) complex to form η(1)-arylruthenium and 1-ruthenacyclopropene intermediates, respectively, which are transformed to the corresponding halides.

Entities:  

Mesh:

Substances:

Year:  2012        PMID: 22916734     DOI: 10.1021/ja307771d

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  5 in total

1.  Stereoselective Synthesis of Trisubstituted Vinyl Bromides by Addition of Alkynes to Oxocarbenium Ions.

Authors:  Andrew R Ehle; Melissa G Morris; Bryan D Klebon; Glenn P A Yap; Mary P Watson
Journal:  Synlett       Date:  2015-09-14       Impact factor: 2.454

2.  Nickel-Catalyzed Conversion of Enol Triflates into Alkenyl Halides.

Authors:  Julie L Hofstra; Kelsey E Poremba; Alex M Shimozono; Sarah E Reisman
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-19       Impact factor: 15.336

3.  Ruthenium-catalyzed cycloadditions of 1-haloalkynes with nitrile oxides and organic azides: synthesis of 4-haloisoxazoles and 5-halotriazoles.

Authors:  James S Oakdale; Rakesh K Sit; Valery V Fokin
Journal:  Chemistry       Date:  2014-07-24       Impact factor: 5.236

4.  Triarylmethane Fluorophores Resistant to Oxidative Photobluing.

Authors:  Alexey N Butkevich; Mariano L Bossi; Gražvydas Lukinavičius; Stefan W Hell
Journal:  J Am Chem Soc       Date:  2019-01-02       Impact factor: 15.419

5.  Nucleophile promoted gold redox catalysis with diazonium salts: C-Br, C-S and C-P bond formation through catalytic Sandmeyer coupling.

Authors:  Haihui Peng; Rong Cai; Chang Xu; Hao Chen; Xiaodong Shi
Journal:  Chem Sci       Date:  2016-06-10       Impact factor: 9.825

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.