Literature DB >> 21834576

Pd(II)-catalyzed para-selective C-H arylation of monosubstituted arenes.

Xisheng Wang1, Dasheng Leow, Jin-Quan Yu.   

Abstract

Pd-catalyzed highly para-selective C-H arylation of monosubstituted arenes (including toluene) is developed for the first time using an F(+) reagent as a bystanding oxidant. This finding provides a new retrosynthetic disconnection for para-substituted biaryl synthesis via C-H/C-H cross-coupling.

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Year:  2011        PMID： 21834576      PMCID： PMC3345815          DOI： 10.1021/ja206572w

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


  40 in total

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Authors:  Hung A Duong; Ruth E Gilligan; Michael L Cooke; Robert J Phipps; Matthew J Gaunt
Journal:  Angew Chem Int Ed Engl       Date:  2010-10-22       Impact factor: 15.336

Review 2.  Sigma-chelation-directed C-H functionalizations using Pd(II) and Cu(II) catalysts: regioselectivity, stereoselectivity and catalytic turnover.

Authors:  Jin-Quan Yu; Ramesh Giri; Xiao Chen
Journal:  Org Biomol Chem       Date:  2006-11-21       Impact factor: 3.876

3.  Multiple C-H activations to construct biologically active molecules in a process completely free of organohalogen and organometallic components.

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4.  Palladium-catalyzed ortho-arylation of O-phenylcarbamates with simple arenes and sodium persulfate.

Authors:  Xiaodan Zhao; Charles S Yeung; Vy M Dong
Journal:  J Am Chem Soc       Date:  2010-04-28       Impact factor: 15.419

Review 5.  Bystanding F+ oxidants enable selective reductive elimination from high-valent metal centers in catalysis.

Authors:  Keary M Engle; Tian-Sheng Mei; Xisheng Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2011-01-24       Impact factor: 15.336

6.  Ligand-accelerated C-H activation reactions: evidence for a switch of mechanism.

Authors:  Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2010-10-13       Impact factor: 15.419

7.  Mechanism of N-fluorobenzenesulfonimide promoted diamination and carboamination reactions: divergent reactivity of a Pd(IV) species.

Authors:  Paul A Sibbald; Carolyn F Rosewall; Rodney D Swartz; Forrest E Michael
Journal:  J Am Chem Soc       Date:  2009-11-04       Impact factor: 15.419

8.  Direct coupling of benzene with olefin catalyzed by Pd(OAc)(2) combined with heteropolyoxometalate under dioxygen.

Authors:  Takahiro Yokota; Masayuki Tani; Satoshi Sakaguchi; Yasutaka Ishii
Journal:  J Am Chem Soc       Date:  2003-02-12       Impact factor: 15.419

9.  Synthesis and reactivity of a mono-sigma-aryl palladium(IV) fluoride complex.

Authors:  Nicholas D Ball; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2009-03-25       Impact factor: 15.419

10.  Palladium-catalyzed carboamination of alkenes promoted by N-fluorobenzenesulfonimide via C-H activation of arenes.

Authors:  Carolyn F Rosewall; Paul A Sibbald; Dmitry V Liskin; Forrest E Michael
Journal:  J Am Chem Soc       Date:  2009-07-15       Impact factor: 15.419
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  19 in total

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Authors:  Joy M Racowski; Nicholas D Ball; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2011-10-21       Impact factor: 15.419

2.  Iridium-Catalyzed Silylation of Five-Membered Heteroarenes: High Sterically Derived Selectivity from a Pyridyl-Imidazoline Ligand.

Authors:  Caleb Karmel; Camille Z Rubel; Elena V Kharitonova; John F Hartwig
Journal:  Angew Chem Weinheim Bergstr Ger       Date:  2020-01-22

3.  Cobalt-promoted dimerization of aminoquinoline benzamides.

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Journal:  Org Lett       Date:  2015-02-17       Impact factor: 6.005

4.  Controlling site selectivity in palladium-catalyzed C-H bond functionalization.

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Journal:  Acc Chem Res       Date:  2012-05-03       Impact factor: 22.384

5.  Site-selective coupling of remote C(sp3)-H/meta-C(sp2)-H bonds enabled by Ru/photoredox dual catalysis and mechanistic studies.

Authors:  Hong-Chao Liu; Xiangtao Kong; Xiao-Ping Gong; Yuke Li; Zhi-Jie Niu; Xue-Ya Gou; Xue-Song Li; Yu-Zhao Wang; Wei-Yu Shi; Yan-Chong Huang; Xue-Yuan Liu; Yong-Min Liang
Journal:  Chem Sci       Date:  2022-04-12       Impact factor: 9.969

6.  Palladium-catalyzed C-H functionalization using guanidine as a directing group: ortho arylation and olefination of arylguanidines.

Authors:  Jiaan Shao; Wenteng Chen; Marc A Giulianotti; Richard A Houghten; Yongping Yu
Journal:  Org Lett       Date:  2012-10-24       Impact factor: 6.005

7.  Sequential Functionalization of meta-C-H and ipso-C-O Bonds of Phenols.

Authors:  Jiancong Xu; Jingjing Chen; Feng Gao; Shuguang Xie; Xiaohua Xu; Zhong Jin; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2019-01-24       Impact factor: 15.419

8.  Tuning reactivity and site selectivity of simple arenes in C-H activation: ortho-arylation of anisoles via arene-metal π-complexation.

Authors:  Paolo Ricci; Katrina Krämer; Igor Larrosa
Journal:  J Am Chem Soc       Date:  2014-12-16       Impact factor: 15.419

9.  Carbon-Hydrogen (C-H) Bond Activation at PdIV: A Frontier in C-H Functionalization Catalysis.

Authors:  Joseph J Topczewski; Melanie S Sanford
Journal:  Chem Sci       Date:  2015-01       Impact factor: 9.825

10.  Rapid Construction of Tetralin, Chromane, and Indane Motifs via Cyclative C-H/C-H Coupling: Four-Step Total Synthesis of (±)-Russujaponol F.

Authors:  Zhe Zhuang; Alastair N Herron; Shuang Liu; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2021-01-04       Impact factor: 15.419
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