Literature DB >> 15010800

A mild and efficient protocol for the conversion of carboxylic acids to olefins by a catalytic decarbonylative elimination reaction.

Lukas J Goossen1, Nuria Rodríguez.   

Abstract

A new method for the conversion of aliphatic carboxylic acids to olefins under unprecedented mild conditions is disclosed, wherein the carboxylic acids are converted in situ with pivalic anhydride to the mixed anhydrides, which regioselectively add to a PdCl(2)-DPE-Phos catalyst. At a temperature of only 110 degrees C, smooth decarbonylation and beta-hydride elimination occur, and the corresponding olefins along with CO, CO(2) and pivalic acid are liberated.

Entities:  

Year:  2004        PMID: 15010800     DOI: 10.1039/b316613a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  5 in total

1.  Palladium-Catalyzed Decarbonylative Dehydration of Fatty Acids for the Production of Linear Alpha Olefins.

Authors:  Yiyang Liu; Kelly E Kim; Myles B Herbert; Alexey Fedorov; Robert H Grubbs; Brian M Stoltz
Journal:  Adv Synth Catal       Date:  2014-01-01       Impact factor: 5.837

2.  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

3.  Bioinspired Diversification Approach Toward the Total Synthesis of Lycodine-Type Alkaloids.

Authors:  Hannah M S Haley; Stefan E Payer; Sven M Papidocha; Simon Clemens; Jonathan Nyenhuis; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2021-03-17       Impact factor: 16.383

4.  A facile method for Rh-catalyzed decarbonylative ortho-C-H alkylation of (hetero)arenes with alkyl carboxylic acids.

Authors:  Yiqiang Tian; Xiaojie Liu; Bangyue He; Yuxi Ren; Weiping Su
Journal:  RSC Adv       Date:  2021-06-02       Impact factor: 4.036

5.  A donor-acceptor complex enables the synthesis of E-olefins from alcohols, amines and carboxylic acids.

Authors:  Kun-Quan Chen; Jie Shen; Zhi-Xiang Wang; Xiang-Yu Chen
Journal:  Chem Sci       Date:  2021-04-05       Impact factor: 9.825

  5 in total

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