Literature DB >> 31066568

Enones from Acid Fluorides and Vinyl Triflates by Reductive Nickel Catalysis.

Feng-Feng Pan1, Peng Guo1, Chun-Ling Li1, Peifeng Su1, Xing-Zhong Shu1.   

Abstract

A nickel-catalyzed reductive coupling between acid fluorides and vinyl triflates has been described. This method provides an efficient access to various enones and avoids the requirement for acyl or vinyl metallic reagents in the conventional approaches. The reaction proceeds with a broad range of acid fluorides and cyclic vinyl triflates, tolerating several functional groups. The utility of this synthetic method has been demonstrated by the late-stage modification of pharmaceuticals and biologically active natural compounds.

Entities:  

Year:  2019        PMID： 31066568     DOI： 10.1021/acs.orglett.9b01164

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

1.  Vinyl Triflate-Aldehyde Reductive Coupling-Redox Isomerization Mediated by Formate: Rhodium-Catalyzed Ketone Synthesis in the Absence of Stoichiometric Metals.

Authors:  William G Shuler; Robert A Swyka; Tabitha T Schempp; Brian J Spinello; Michael J Krische
Journal:  Chemistry       Date:  2019-09-04       Impact factor: 5.236

2.  Nucleophilic Fluorination Catalyzed by a Cyclometallated Rhodium Complex.

Authors:  Patrick J Morgan; Graham C Saunders; Stuart A Macgregor; Andrew C Marr; Peter Licence
Journal:  Organometallics       Date:  2022-03-31       Impact factor: 3.837

3.  Nickel-Catalyzed Synthesis of Dialkyl Ketones from the Coupling of N-Alkyl Pyridinium Salts with Activated Carboxylic Acids.

Authors:  Jiang Wang; Megan E Hoerrner; Mary P Watson; Daniel J Weix
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-05       Impact factor: 15.336

4.  Me2(CH2[double bond, length as m-dash]CH)SiCN: a bifunctional ethylene equivalent for Diels-Alder reaction based controllable tandem synthesis.

Authors:  Wen-Biao Wu; Bo-Shuai Mu; Jin-Sheng Yu; Jian Zhou
Journal:  Chem Sci       Date:  2022-02-24       Impact factor: 9.825

5.  Formation of trisubstituted buta-1,3-dienes and α,β-unsaturated ketones via the reaction of functionalized vinyl phosphates and vinyl phosphordiamidates with organometallic reagents.

Authors:  Petr Oeser; Jakub Koudelka; Hana Dvořáková; Tomáš Tobrman
Journal:  RSC Adv       Date:  2020-09-22       Impact factor: 4.036
  5 in total

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