Literature DB >> 20866089

Development of a general palladium-catalyzed carbonylative Heck reaction of aryl halides.

Xiao-Feng Wu1, Helfried Neumann, Anke Spannenberg, Thomas Schulz, Haijun Jiao, Matthias Beller.   

Abstract

The first general palladium-catalyzed carbonylative vinylation of aryl halides with olefins in the presence of CO has been developed. Applying a catalyst system consisting of [(cinnamyl)PdCl](2) and bulky imidazolyl-phosphine ligand L1 allows for the efficient and selective synthesis of α,β-unsaturated ketones under mild reaction conditions. Starting from easily available aryl halides and olefins, versatile building blocks can be prepared in a straightforward manner. The generality and functional group tolerance of this novel protocol is demonstrated.

Entities:  

Year:  2010        PMID: 20866089     DOI: 10.1021/ja1059922

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


  13 in total

Review 1.  Chalcone: A Privileged Structure in Medicinal Chemistry.

Authors:  Chunlin Zhuang; Wen Zhang; Chunquan Sheng; Wannian Zhang; Chengguo Xing; Zhenyuan Miao
Journal:  Chem Rev       Date:  2017-05-10       Impact factor: 60.622

2.  Palladium-catalysed carboformylation of alkynes using acid chlorides as a dual carbon monoxide and carbon source.

Authors:  Yong Ho Lee; Elliott H Denton; Bill Morandi
Journal:  Nat Chem       Date:  2021-01-29       Impact factor: 24.427

3.  Mizoroki-Heck Cyclizations of Amide Derivatives for the Introduction of Quaternary Centers.

Authors:  Jose M Medina; Jesus Moreno; Sophie Racine; Shuaijing Du; Neil K Garg
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-03       Impact factor: 15.336

4.  β-Selective Aroylation of Activated Alkenes by Photoredox Catalysis.

Authors:  Zhen Lei; Arghya Banerjee; Elena Kusevska; Eric Rizzo; Peng Liu; Ming-Yu Ngai
Journal:  Angew Chem Int Ed Engl       Date:  2019-04-17       Impact factor: 15.336

5.  Biomimetic Aerobic C-H Olefination of Cyclic Enaminones at Room Temperature: Development toward the Synthesis of 1,3,5-Trisubstituted Benzenes.

Authors:  Yi-Yun Yu; Gunda I Georg
Journal:  Adv Synth Catal       Date:  2014-04-14       Impact factor: 5.837

6.  Mechanistic Studies of Palladium-Catalyzed Aminocarbonylation of Aryl Chlorides with Carbon Monoxide and Ammonia.

Authors:  Justin Y Wang; Alexandra E Strom; John F Hartwig
Journal:  J Am Chem Soc       Date:  2018-06-18       Impact factor: 16.383

Review 7.  Molecular targets and anticancer activity of quinoline-chalcone hybrids: literature review.

Authors:  Mamdouh F A Mohamed; Gamal El-Din A Abuo-Rahma
Journal:  RSC Adv       Date:  2020-08-21       Impact factor: 4.036

Review 8.  Heterogeneous Phase Microwave-Assisted Reactions under CO₂ or CO Pressure.

Authors:  Emanuela Calcio Gaudino; Laura Rinaldi; Laura Rotolo; Diego Carnaroglio; Camillo Pirola; Giancarlo Cravotto
Journal:  Molecules       Date:  2016-02-24       Impact factor: 4.411

Review 9.  Chalcone Derivatives: Promising Starting Points for Drug Design.

Authors:  Marcelo N Gomes; Eugene N Muratov; Maristela Pereira; Josana C Peixoto; Lucimar P Rosseto; Pedro V L Cravo; Carolina H Andrade; Bruno J Neves
Journal:  Molecules       Date:  2017-07-25       Impact factor: 4.411

10.  Palladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis.

Authors:  Jian-Yuan Li; Gabriella Miklossy; Ram K Modukuri; Kurt M Bohren; Zhifeng Yu; Murugesan Palaniappan; John C Faver; Kevin Riehle; Martin M Matzuk; Nicholas Simmons
Journal:  Bioconjug Chem       Date:  2019-07-31       Impact factor: 4.774

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