Literature DB >> 24500088

Palladium-catalysed inter- and intramolecular formation of C-O bonds from allenes.

Jean Le Bras1, Jacques Muzart.   

Abstract

The Pd-catalysed formation of a C-O bond from allenes mainly occurs via the inter- or intramolecular reaction with a hydroxyl group belonging to an alcohol, a phenol or an acid. A carbonyl or a carbonate entity can also be involved. In most cases, the formation of the C-O bond is one step of a domino reaction leading also to a C-C or C-N bond, or to another C-O bond. Thus, a wide range of products, in particular highly functionalized heterocycles, have been synthesised. Catalytic cycles have been proposed but the mechanisms often remain speculative.

Entities:  

Year:  2014        PMID: 24500088     DOI: 10.1039/c3cs60379b

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  8 in total

Review 1.  C-H bond activation and sequential addition to two different coupling partners: a versatile approach to molecular complexity.

Authors:  Daniel S Brandes; Jonathan A Ellman
Journal:  Chem Soc Rev       Date:  2022-08-01       Impact factor: 60.615

2.  Stereoselective Synthesis of Allenyl Alcohols by Cobalt(III)-Catalyzed Sequential C-H Bond Addition to 1,3-Enynes and Aldehydes.

Authors:  Chaofan Xu; Joseph P Tassone; Brandon Q Mercado; Jonathan A Ellman
Journal:  Angew Chem Int Ed Engl       Date:  2022-04-29       Impact factor: 16.823

3.  Ligand-Controlled Regioselective Copper-Catalyzed Trifluoromethylation To Generate (Trifluoromethyl)allenes.

Authors:  Brett R Ambler; Santosh Peddi; Ryan A Altman
Journal:  Org Lett       Date:  2015-04-24       Impact factor: 6.005

4.  Enantioselective Allylation Using Allene, a Petroleum Cracking Byproduct.

Authors:  Richard Y Liu; Yujing Zhou; Yang Yang; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2019-02-01       Impact factor: 15.419

5.  Dimerizing cascades of enallenamides reveal the visible-light-promoted activation of cumulated C-C double bonds.

Authors:  Andrea Serafino; Maurizio Chiminelli; Davide Balestri; Luciano Marchiò; Franca Bigi; Rai-Mondo Maggi; Max Malacria; Giovanni Maestri
Journal:  Chem Sci       Date:  2022-01-26       Impact factor: 9.825

6.  Visible light photocatalytic one pot synthesis of Z-arylvinyl halides from E-arylvinyl acids with N-halosuccinimide.

Authors:  Qiong Yu; Kun Yi Yu; Cai Feng Xu; Man-Kin Wong
Journal:  RSC Adv       Date:  2022-01-31       Impact factor: 3.361

7.  A palladium-catalyzed approach to allenic aromatic ethers and first total synthesis of terricollene A.

Authors:  Chaofan Huang; Fuchun Shi; Yifan Cui; Can Li; Jie Lin; Qi Liu; Anni Qin; Huanan Wang; Guolin Wu; Penglin Wu; Junzhe Xiao; Haibo Xu; Yuan Yuan; Yizhan Zhai; Wei-Feng Zheng; Yangguangyan Zheng; Biao Yu; Shengming Ma
Journal:  Chem Sci       Date:  2021-06-09       Impact factor: 9.825

8.  Synthesis of a Novel Type of 2,3'-BIMs via Platinum-Catalysed Reaction of Indolylallenes with Indoles.

Authors:  Lisa Cooper; José Miguel Alonso; Louise Eagling; Helen Newson; Sachini Herath; Christopher Thomson; Andrew Lister; Catherine Howsham; Brian Cox; María Paz Muñoz
Journal:  Chemistry       Date:  2018-03-05       Impact factor: 5.236

  8 in total

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