Literature DB >> 23578003

Ligand- and base-free Pd(II)-catalyzed controlled switching between oxidative Heck and conjugate addition reactions.

Sarah E Walker1, Julian Boehnke, Pauline E Glen, Steven Levey, Lisa Patrick, James A Jordan-Hore, Ai-Lan Lee.   

Abstract

A simple change of solvent allows controlled and efficient switching between oxidative Heck and conjugate addition reactions on cyclic Michael acceptor substrates, catalyzed by a cationic Pd(II) catalyst system. Both reactions are ligand- and base-free and tolerant of air and moisture, and the controlled switching sheds light on some of the factors which favor one reaction over the other.

Entities:  

Year:  2013        PMID: 23578003     DOI: 10.1021/ol400539h

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


  6 in total

1.  Boron-Heck reaction of cyclic enaminones: regioselective direct arylation via oxidative palladium(II) catalysis.

Authors:  Yong Wook Kim; Gunda I Georg
Journal:  Org Lett       Date:  2014-03-03       Impact factor: 6.005

2.  Unraveling innate substrate control in site-selective palladium-catalyzed C-H heterocycle functionalization.

Authors:  Hwanho Choi; Minsik Min; Qian Peng; Dahye Kang; Robert S Paton; Sungwoo Hong
Journal:  Chem Sci       Date:  2016-03-08       Impact factor: 9.825

3.  Palladium-catalyzed direct C-H functionalization of benzoquinone.

Authors:  Sarah E Walker; James A Jordan-Hore; David G Johnson; Stuart A Macgregor; Ai-Lan Lee
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-10       Impact factor: 15.336

4.  Auto-Tandem Catalysis: PdII -Catalysed Dehydrogenation/Oxidative Heck Reaction of Cyclopentane-1,3-diones.

Authors:  Claire J C Lamb; Bryan G Nderitu; Gemma McMurdo; John M Tobin; Filipe Vilela; Ai-Lan Lee
Journal:  Chemistry       Date:  2017-11-30       Impact factor: 5.236

5.  Catalytic Isohypsic-Redox Sequences for the Rapid Generation of Csp3 -Containing Heterocycles.

Authors:  Craig D Smith; David Phillips; Alina Tirla; David J France
Journal:  Chemistry       Date:  2018-11-02       Impact factor: 5.236

6.  Rapid Access to Azabicyclo[3.3.1]nonanes by a Tandem Diverted Tsuji-Trost Process.

Authors:  Hannah G Steeds; Jonathan P Knowles; Wai L Yu; Jeffery Richardson; Katie G Cooper; Kevin I Booker-Milburn
Journal:  Chemistry       Date:  2020-10-06       Impact factor: 5.236

  6 in total

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