Literature DB >> 28695730

Hypervalent Iodine/HF Reagents for the Synthesis of 3-Fluoropyrrolidines.

Tsugio Kitamura1, Azusa Miyake1, Kensuke Muta1, And Juzo Oyamada1.   

Abstract

The intramolecular aminofluorination of homoallylamine derivatives using a reagent system of PhI(OAc)2 and Py·HF in CH2Cl2 at room temperature for 5 h gave N-tosyl-3-fluoropyrrolidines in good to high yields. Furthermore, the catalytic aminofluorination was furnished by the reaction using p-iodotoluene as a catalyst in the presence of Py·HF as a fluorine source and mCPBA as a terminal oxidant.

Entities:  

Year:  2017        PMID: 28695730     DOI: 10.1021/acs.joc.7b01266

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


  7 in total

1.  Metal-Free and User-Friendly Regioselective Hydroxyfluorination of Olefins.

Authors:  Daniel M Sedgwick; Inés López; Raquel Román; Nanako Kobayashi; Otome E Okoromoba; Bo Xu; Gerald B Hammond; Pablo Barrio; Santos Fustero
Journal:  Org Lett       Date:  2018-04-06       Impact factor: 6.005

2.  Mechanism-Dependent Selectivity: Fluorocyclization of Unsaturated Carboxylic Acids or Alcohols by Hypervalent Iodine.

Authors:  Jiaqi Su; Siwei Shu; Yinwu Li; Yong Chen; Jinxiang Dong; Yan Liu; Yanxiong Fang; Zhuofeng Ke
Journal:  Front Chem       Date:  2022-05-10       Impact factor: 5.545

Review 3.  Recent advances in hypervalent iodine(III)-catalyzed functionalization of alkenes.

Authors:  Xiang Li; Pinhong Chen; Guosheng Liu
Journal:  Beilstein J Org Chem       Date:  2018-07-18       Impact factor: 2.883

Review 4.  Kitamura Electrophilic Fluorination Using HF as a Source of Fluorine.

Authors:  Jianlin Han; Greg Butler; Hiroki Moriwaki; Hiroyuki Konno; Vadim A Soloshonok; Tsugio Kitamura
Journal:  Molecules       Date:  2020-04-30       Impact factor: 4.411

5.  Regio- and Enantioselective Intermolecular Aminofluorination of Alkenes via Iodine(I)/Iodine(III) Catalysis.

Authors:  Michael Schäfer; Timo Stünkel; Constantin G Daniliuc; Ryan Gilmour
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-28       Impact factor: 16.823

6.  Hypercoordinate iodine for catalytic asymmetric diamination of styrene: insights into the mechanism, role of solvent, and stereoinduction.

Authors:  A Sreenithya; Christopher M Hadad; Raghavan B Sunoj
Journal:  Chem Sci       Date:  2019-06-10       Impact factor: 9.825

7.  Enantioselective Synthesis of 3-Fluorochromanes via Iodine(I)/Iodine(III) Catalysis.

Authors:  Jérôme C Sarie; Christian Thiehoff; Jessica Neufeld; Constantin G Daniliuc; Ryan Gilmour
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-09       Impact factor: 16.823

  7 in total

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