Literature DB >> 21265571

Diverse strategies toward indenol and fulvene derivatives: Rh-catalyzed C-H activation of aryl ketones followed by coupling with internal alkynes.

Frederic W Patureau1, Tatiana Besset, Nadine Kuhl, Frank Glorius.   

Abstract

The synthesis of indenols and fulvenes was achieved through Rh-catalyzed C-H bond activation of simple and diverse aryl ketone derivatives and subsequent coupling with internal alkynes. The process was found to involve either an α or γ dehydration step, depending on the substrate disposition and representing diverse pathways toward functionalized fulvenes.

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Year:  2011        PMID: 21265571     DOI: 10.1021/ja110650m

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  13 in total

1.  Scope and Mechanistic Study of the Coupling Reaction of α, β-Unsaturated Carbonyl Compounds with Alkenes: Uncovering Electronic Effects on Alkene Insertion vs Oxidative Coupling Pathways.

Authors:  Ki-Hyeok Kwon; Do W Lee; Chae S Yi
Journal:  Organometallics       Date:  2012-01-09       Impact factor: 3.876

2.  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

3.  Transition-Metal-Catalyzed C-H Bond Addition to Carbonyls, Imines, and Related Polarized π Bonds.

Authors:  Joshua R Hummel; Jeffrey A Boerth; Jonathan A Ellman
Journal:  Chem Rev       Date:  2016-12-12       Impact factor: 60.622

4.  Pd(II)-catalyzed C-H functionalizations directed by distal weakly coordinating functional groups.

Authors:  Gang Li; Li Wan; Guofu Zhang; Dasheng Leow; Jillian Spangler; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-03-24       Impact factor: 15.419

5.  Ruthenium(II)/N-heterocyclic carbene catalyzed [3+2] carbocyclization with aromatic N-H ketimines and internal alkynes.

Authors:  Jing Zhang; Angel Ugrinov; Pinjing Zhao
Journal:  Angew Chem Int Ed Engl       Date:  2013-05-21       Impact factor: 15.336

6.  Rhodium(III)-catalyzed alkenyl C-H bond functionalization: convergent synthesis of furans and pyrroles.

Authors:  Yajing Lian; Tatjana Huber; Kevin D Hesp; Robert G Bergman; Jonathan A Ellman
Journal:  Angew Chem Int Ed Engl       Date:  2012-11-22       Impact factor: 15.336

7.  Rh(III)-Catalyzed Diastereoselective C-H Bond Addition/Cyclization Cascade of Enone Tethered Aldehydes.

Authors:  Jeffrey A Boerth; Jonathan A Ellman
Journal:  Chem Sci       Date:  2015-12-01       Impact factor: 9.825

8.  Rhodium(III)-catalyzed dearomatizing (3 + 2) annulation of 2-alkenylphenols and alkynes.

Authors:  Andrés Seoane; Noelia Casanova; Noelia Quiñones; José L Mascareñas; Moisés Gulías
Journal:  J Am Chem Soc       Date:  2014-05-19       Impact factor: 15.419

9.  RhI/RhIII catalyst-controlled divergent aryl/heteroaryl C-H bond functionalization of picolinamides with alkynes.

Authors:  Ángel Manu Martínez; Javier Echavarren; Inés Alonso; Nuria Rodríguez; Ramón Gómez Arrayás; Juan C Carretero
Journal:  Chem Sci       Date:  2015-06-29       Impact factor: 9.825

10.  Annulation cascade of arylnitriles with alkynes to stable delocalized PAH carbocations via intramolecular rhodium migration.

Authors:  Jiangliang Yin; Fulin Zhou; Lei Zhu; Mufan Yang; Yu Lan; Jingsong You
Journal:  Chem Sci       Date:  2018-05-29       Impact factor: 9.825

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