Literature DB >> 20186908

Synthesis of naphtho[1,8-bc]pyran derivatives and related compounds through hydroxy group directed C-H bond cleavage under rhodium catalysis.

Satoshi Mochida1, Masaki Shimizu, Koji Hirano, Tetsuya Satoh, Masahiro Miura.   

Abstract

The straightforward and efficient synthesis of naphtho[1,8-bc]pyran derivatives and related polycyclic compounds is achieved by the rhodium-catalyzed oxidative coupling of 1-naphthols or other phenolic and alcoholic substrates with alkynes. In these annulation reactions, the hydroxy groups effectively act as the key function for the regioselective C-H bond cleavage.

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Year:  2010        PMID: 20186908     DOI: 10.1002/asia.200900639

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


  13 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

2.  RhodiumIII-catalyzed remote difunctionalization of arenes assisted by a relay directing group.

Authors:  Lincong Sun; Yuyao Zhao; Bingxian Liu; Junbiao Chang; Xingwei Li
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

3.  Iridium-Catalyzed, Silyl-Directed, peri-Borylation of C-H Bonds in Fused Polycyclic Arenes and Heteroarenes.

Authors:  Bo Su; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2018-07-13       Impact factor: 15.336

4.  Rhodium catalyzed synthesis of isoindolinones via C-H activation of N-benzoylsulfonamides.

Authors:  Chen Zhu; John R Falck
Journal:  Tetrahedron       Date:  2012-09-04       Impact factor: 2.457

5.  Rhodium-catalyzed C-H functionalization-based approach to eight-membered lactams.

Authors:  Shangze Wu; Rong Zeng; Chunling Fu; Yihua Yu; Xue Zhang; Shengming Ma
Journal:  Chem Sci       Date:  2015-02-05       Impact factor: 9.825

6.  Ru(II)-Catalyzed Regiospecific C-H/O-H Oxidative Annulation to Access Isochromeno[8,1-ab]phenazines: Far-Red Fluorescence and Live Cancer Cell Imaging.

Authors:  Sivakalai Mayakrishnan; Yuvaraj Arun; Chandrasekar Balachandran; Suresh Awale; Narayanan Uma Maheswari; Paramasivan Thirumalai Perumal
Journal:  ACS Omega       Date:  2017-06-17

7.  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

8.  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

9.  Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination.

Authors:  Eric Tan; Andrey I Konovalov; Gabriela A Fernández; Ruth Dorel; Antonio M Echavarren
Journal:  Org Lett       Date:  2017-10-04       Impact factor: 6.005

10.  An unusual [4 + 2] fusion strategy to forge meso-N/O-heteroarene-fused (quinoidal) porphyrins with intense near-infrared Q-bands.

Authors:  Chengming Li; Lei Zhu; Wenbo Liang; Rongchuan Su; Jiangliang Yin; Yanmei Hu; Yu Lan; Di Wu; Jingsong You
Journal:  Chem Sci       Date:  2019-06-17       Impact factor: 9.825

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