Literature DB >> 23007735

Metal-free intramolecular aminofluorination of alkenes mediated by PhI(OPiv)2/hydrogen fluoride-pyridine system.

Qing Wang1, Wenhe Zhong, Xiong Wei, Maoheng Ning, Xiangbao Meng, Zhongjun Li.   

Abstract

A convenient, metal-free intramolecular aminofluorination of alkenes has been developed. Employing readily available PhI(OPiv)(2) and hydrogen fluoride-pyridine in the presence of BF(3)·OEt(2), tosyl-protected pent-4-en-1-amines were converted to 3-F-piperidines in one step in good yields as well as high stereoselectivity.

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Year:  2012        PMID： 23007735     DOI： 10.1039/c2ob26664d

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  4 in total

1.  Catalytic Aminohalogenation of Alkenes and Alkynes.

Authors:  Sherry R Chemler; Michael T Bovino
Journal:  ACS Catal       Date:  2013-06-07       Impact factor: 13.084

2.  A 5 + 1 Protic Acid Assisted Aza-Pummerer Approach for Synthesis of 4-Chloropiperidines from Homoallylic Amines.

Authors:  Rene Ebule; Sagar Mudshinge; Michael H Nantz; Mark S Mashuta; Gerald B Hammond; Bo Xu
Journal:  J Org Chem       Date:  2019-02-27       Impact factor: 4.354

3.  Catalytic Intramolecular Aminofluorination, Oxyfluorination, and Carbofluorination with a Stable and Versatile Hypervalent Fluoroiodine Reagent.

Authors:  Weiming Yuan; Kálmán J Szabó
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-09       Impact factor: 15.336

4.  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
  4 in total

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