Literature DB >> 26509649

Intermolecular [2+2+1] Carbonylative Cycloaddition of Aldehydes with Alkynes, and Subsequent Oxidation to γ-Hydroxybutenolides by a Supported Ruthenium Catalyst.

Hiroki Miura1,2, Kazuki Takeuchi1, Tetsuya Shishido3,4.   

Abstract

Intermolecular [2+2+1] carbonylative cycloaddition of aldehydes with alkynes and subsequent oxidation to γ-hydroxybutenolides is achieved using a supported ruthenium catalyst. A ceria-supported ruthenium catalyst promotes the reaction efficiently, even with an ambient pressure of CO or without external CO, thus giving the corresponding γ-hydroxybutenolide derivatives in good to high yields. Moreover this catalyst can be reused with no loss of activity.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  carbonylation; cycloaddition; heterocycles; ruthenium; supported catalyst

Year:  2015        PMID: 26509649     DOI: 10.1002/anie.201507814

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


  4 in total

1.  Mechanisms for nickel(0)/N-heterocyclic carbene-catalyzed intramolecular alkene hydroacylation: insights from a DFT study.

Authors:  Qingxi Meng; Fen Wang
Journal:  J Mol Model       Date:  2016-12-21       Impact factor: 1.810

2.  Iterative Supervised Principal Component Analysis Driven Ligand Design for Regioselective Ti-Catalyzed Pyrrole Synthesis.

Authors:  Xin Yi See; Xuelan Wen; T Alexander Wheeler; Channing K Klein; Jason D Goodpaster; Benjamin R Reiner; Ian A Tonks
Journal:  ACS Catal       Date:  2020-11-05       Impact factor: 13.084

Review 3.  Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings.

Authors:  Rosalie S Doerksen; Tomáš Hodík; Guanyu Hu; Nancy O Huynh; William G Shuler; Michael J Krische
Journal:  Chem Rev       Date:  2021-02-12       Impact factor: 60.622

4.  An umpolung strategy for intermolecular [2 + 2 + 1] cycloaddition of aryl aldehydes and nitriles: a facile access to 2,4,5-trisubstituted oxazoles.

Authors:  Deevi Basavaiah; Gangadhararao Golime; Shivalal Banoth; Saidulu Todeti
Journal:  Chem Sci       Date:  2022-06-11       Impact factor: 9.969

  4 in total

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