Literature DB >> 21609019

Synthesis of dibenzofurans via palladium-catalyzed phenol-directed C-H activation/C-O cyclization.

Bin Xiao1, Tian-Jun Gong, Zhao-Jing Liu, Jing-Hui Liu, Dong-Fen Luo, Jun Xu, Lei Liu.   

Abstract

A practical, Pd(0)/Pd(II)-catalyzed reaction was developed for phenol-directed C-H activation/C-O cyclization using air as an oxidant. The turnover-limiting step of the process was found to be C-O reductive elimination instead of C-H activation. This reaction can tolerate a variety of functional groups and is complementary to the previous methods for the synthesis of substituted dibenzofurans.

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Year:  2011        PMID： 21609019     DOI： 10.1021/ja203335u

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


  27 in total

1.  Silicon-Tethered Strategies for C-H Functionalization Reactions.

Authors:  Marvin Parasram; Vladimir Gevorgyan
Journal:  Acc Chem Res       Date:  2017-08-03       Impact factor: 22.384

2.  Heterocycle Formation via Palladium-Catalyzed C-H Functionalization.

Authors:  Tian-Sheng Mei; Lei Kou; Sandy Ma; Keary M Engle; Jin-Quan Yu
Journal:  Synthesis (Stuttg)       Date:  2012-05-25       Impact factor: 3.157

3.  Can Donor Ligands Make Pd(OAc)2 a Stronger Oxidant? Access to Elusive Palladium(II) Reduction Potentials and Effects of Ancillary Ligands via Palladium(II)/Hydroquinone Redox Equilibria.

Authors:  David L Bruns; Djamaladdin G Musaev; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2020-11-09       Impact factor: 15.419

4.  Operando Spectroscopic and Kinetic Characterization of Aerobic Allylic C-H Acetoxylation Catalyzed by Pd(OAc)2/4,5-Diazafluoren-9-one.

Authors:  Jonathan N Jaworski; Caitlin V Kozack; Stephen J Tereniak; Spring Melody M Knapp; Clark R Landis; Jeffrey T Miller; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2019-06-25       Impact factor: 15.419

5.  Ligand-accelerated cross-coupling of C(sp2)-H bonds with arylboron reagents.

Authors:  Keary M Engle; Peter S Thuy-Boun; Michael Dang; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2011-10-21       Impact factor: 15.419

6.  Diazafluorenone-Promoted Oxidation Catalysis: Insights into the Role of Bidentate Ligands in Pd-Catalyzed Aerobic Aza-Wacker Reactions.

Authors:  Paul B White; Jonathan N Jaworski; Geyunjian Harry Zhu; Shannon S Stahl
Journal:  ACS Catal       Date:  2016-03-11       Impact factor: 13.084

7.  Structurally Diverse Diazafluorene-Ligated Palladium(II) Complexes and Their Implications for Aerobic Oxidation Reactions.

Authors:  Paul B White; Jonathan N Jaworski; Charles G Fry; Brian S Dolinar; Ilia A Guzei; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2016-04-05       Impact factor: 15.419

8.  Pd-catalyzed modifiable silanol-directed aromatic C-H oxygenation.

Authors:  Chunhui Huang; Nugzar Ghavtadze; Benhur Godoi; Vladimir Gevorgyan
Journal:  Chemistry       Date:  2012-07-02       Impact factor: 5.236

9.  Pd(II)-catalyzed ortho- or meta-C-H olefination of phenol derivatives.

Authors:  Hui-Xiong Dai; Gang Li; Xing-Guo Zhang; Antonia F Stepan; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2013-05-08       Impact factor: 15.419

10.  Room temperature copper(II)-catalyzed oxidative cyclization of enamides to 2,5-disubstituted oxazoles via vinylic C-H functionalization.

Authors:  Chi Wai Cheung; Stephen L Buchwald
Journal:  J Org Chem       Date:  2012-08-13       Impact factor: 4.354
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