Literature DB >> 18386269

Rhodium-catalyzed oxidative coupling between salicylaldehydes and internal alkynes with C-H bond cleavage to produce 2,3-disubstituted chromones.

Masaki Shimizu1, Hayato Tsurugi, Tetsuya Satoh, Masahiro Miura.   

Abstract

A direct oxidative coupling of salicylaldehydes with internal alkynes proceeds efficiently with cleavage of the aldehyde C--H bond to produce the corresponding chromone derivatives. A rhodium catalyst in combination with a cyclopentadiene ligand and a copper oxidant promote this straightforward annulation reaction. Solid-state luminescence was observed for certain chromone products.

Entities:  

Year:  2008        PMID: 18386269     DOI: 10.1002/asia.200800037

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  5 in total

1.  An Improved Catalyst Architecture for Rhodium (III) Catalyzed C-H Activation and its Application to Pyridone Synthesis.

Authors:  Todd K Hyster; Tomislav Rovis
Journal:  Chem Sci       Date:  2011-08-01       Impact factor: 9.825

Review 2.  Rhodium-catalyzed C-C bond formation via heteroatom-directed C-H bond activation.

Authors:  Denise A Colby; Robert G Bergman; Jonathan A Ellman
Journal:  Chem Rev       Date:  2010-02-10       Impact factor: 60.622

3.  Mechanistic Insight Into the AuCN Catalyzed Annulation Reaction of Salicylaldehyde and Aryl Acetylene: Cyanide Ion Promoted Umpolung Hydroacylation/Intramolecular Oxa-Michael Addition Mechanism.

Authors:  Manyi Yang; Guoqiang Wang; Jingxiang Zou; Shuhua Li
Journal:  Front Chem       Date:  2019-08-06       Impact factor: 5.221

4.  Rhodaelectro-catalyzed access to chromones via formyl C-H activation towards peptide electro-labeling.

Authors:  Maximilian Stangier; Antonis M Messinis; João C A Oliveira; Hao Yu; Lutz Ackermann
Journal:  Nat Commun       Date:  2021-08-05       Impact factor: 14.919

5.  Ligand Design for Rh(III)-Catalyzed C-H Activation: An Unsymmetrical Cyclopentadienyl Enables a Regioselective Synthesis of Dihydroisoquinolones.

Authors:  Todd K Hyster; Derek M Dalton; Tomislav Rovis
Journal:  Chem Sci       Date:  2015-01-01       Impact factor: 9.825

  5 in total

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