Literature DB >> 15198591

Pd-catalyzed alkyl to aryl migration and cyclization: an efficient synthesis of fused polycycles via multiple C-H activation.

Qinhua Huang1, Alessia Fazio, Guangxiu Dai, Marino A Campo, Richard C Larock.   

Abstract

A novel palladium migration methodology for the synthesis of complex fused polycycles has been developed. This process involves 1,4-palladium alkyl to aryl migrations via through-space C-H activation, followed by intramolecular arylation or an intermolecular Heck reaction providing a very efficient way to synthesize fused ring systems.

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Year:  2004        PMID: 15198591     DOI: 10.1021/ja047980y

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


  14 in total

1.  Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bonds.

Authors:  Dmitry Shabashov; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2010-03-24       Impact factor: 15.419

2.  Palladium-catalyzed direct functionalization of imidazolinone: synthesis of dibromophakellstatin.

Authors:  Jianming Lu; Xianghui Tan; Chuo Chen
Journal:  J Am Chem Soc       Date:  2007-06-01       Impact factor: 15.419

3.  Methoxy-directed aryl-to-aryl 1,3-rhodium migration.

Authors:  Jing Zhang; Jun-Feng Liu; Angel Ugrinov; Anthony F X Pillai; Zhong-Ming Sun; Pinjing Zhao
Journal:  J Am Chem Soc       Date:  2013-11-07       Impact factor: 15.419

4.  Two palladium-catalyzed domino reactions from one set of substrates/reagents: efficient synthesis of substituted indenes and cis-stilbenoid hydrocarbons from the same internal alkynes and hindered Grignard reagents.

Authors:  Cheng-Guo Dong; Pik Yeung; Qiao-Sheng Hu
Journal:  Org Lett       Date:  2007-01-18       Impact factor: 6.005

5.  Synthesis of polycyclic nitrogen heterocycles via alkene aminopalladation/carbopalladation cascade reactions.

Authors:  Danielle M Schultz; John P Wolfe
Journal:  Org Lett       Date:  2010-03-05       Impact factor: 6.005

6.  Reversible C-C bond formation using palladium catalysis.

Authors:  Austin D Marchese; Bijan Mirabi; Colton E Johnson; Mark Lautens
Journal:  Nat Chem       Date:  2022-03-17       Impact factor: 24.274

7.  Pd(OAc)(2)-catalyzed domino reactions of 1,2-dihaloarenes and 2-haloaryl arenesulfonates with Grignard reagents: efficient synthesis of substituted fluorenes.

Authors:  Cheng-Guo Dong; Qiao-Sheng Hu
Journal:  Tetrahedron       Date:  2008-03-10       Impact factor: 2.457

8.  Palladium-catalyzed method for the synthesis of carbazoles via tandem C-H functionalization and C-N bond formation.

Authors:  W C Peter Tsang; Rachel H Munday; Gordon Brasche; Nan Zheng; Stephen L Buchwald
Journal:  J Org Chem       Date:  2008-08-29       Impact factor: 4.354

9.  Palladium(0)-catalyzed Heck reaction/C-H activation/amination sequence with diaziridinone: a facile approach to indolines.

Authors:  Huaiji Zheng; Yingguang Zhu; Yian Shi
Journal:  Angew Chem Int Ed Engl       Date:  2014-09-04       Impact factor: 15.336

10.  Unexpected ortho-Heck Reaction under the Catellani Conditions.

Authors:  Alexander J Rago; Guangbin Dong
Journal:  Org Lett       Date:  2020-04-02       Impact factor: 6.005

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