Literature DB >> 29711077

Heck Reactions without Salt Formation: Aromatic Carboxylic Anhydrides as Arylating Agents.

Massoud S Stephan1, Antonius J J M Teunissen1, Gerard K M Verzijl1, Johannes G de Vries1.   

Abstract

Environmentally benign and economical production of arylated olefins can be achieved by a new variant of the Heck reaction in which no halogen salts are formed. The trick is the use of aromatic carboxylic anhydrides 1 as arylating agents. With halide-activated palladium chloride as catalyst, which requires no phosphane ligands, the olefins 2 can be prepared according to Equation (a) in good yields. © 1998 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany.

Entities:  

Keywords:  Alkenes; Anhydrides; Arenes; C-C coupling; Homogeneous catalysis

Year:  1998        PMID: 29711077     DOI: 10.1002/(SICI)1521-3773(19980316)37:5<662::AID-ANIE662>3.0.CO;2-0

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  6 in total

1.  Activation of C-O and C-N Bonds Using Non-Precious-Metal Catalysis.

Authors:  Timothy B Boit; Ana S Bulger; Jacob E Dander; Neil K Garg
Journal:  ACS Catal       Date:  2020-09-10       Impact factor: 13.084

2.  Decarbonylative Sulfide Synthesis from Carboxylic Acids and Thioesters via Cross-Over C-S Activation and Acyl Capture.

Authors:  Chengwei Liu; Michal Szostak
Journal:  Org Chem Front       Date:  2021-06-22       Impact factor: 5.456

3.  Decarbonylative Sonogashira Cross-Coupling: Fruitful Marriage of Alkynes with Carboxylic Acid Electrophiles.

Authors:  Chengwei Liu; Michal Szostak
Journal:  Org Chem Front       Date:  2021-11-19       Impact factor: 5.456

4.  Ni-Catalyzed Suzuki-Miyaura Cross-Coupling of Aliphatic Amides on the Benchtop.

Authors:  Milauni M Mehta; Timothy B Boit; Jacob E Dander; Neil K Garg
Journal:  Org Lett       Date:  2019-10-17       Impact factor: 6.005

5.  Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling.

Authors:  Chengwei Liu; Chong-Lei Ji; Tongliang Zhou; Xin Hong; Michal Szostak
Journal:  Angew Chem Int Ed Engl       Date:  2021-04-06       Impact factor: 15.336

6.  Synthesis of Biaryls via Decarbonylative Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Carboxylic Acids.

Authors:  Chengwei Liu; Chong-Lei Ji; Zhi-Xin Qin; Xin Hong; Michal Szostak
Journal:  iScience       Date:  2019-08-17
  6 in total

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