Literature DB >> 16173734

A route to annulated indoles via a palladium-catalyzed tandem alkylation/direct arylation reaction.

Cyril Bressy1, Dino Alberico, Mark Lautens.   

Abstract

A norbornene-mediated palladium-catalyzed tandem alkylation/C-H functionalization sequence is described, in which an alkyl-aryl bond and a heteroaryl-aryl bond are formed in one pot. A variety of highly substituted six- and seven-membered ring annulated indoles were synthesized in good yields from bromoalkyl indoles and aryl iodides.

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Year:  2005        PMID： 16173734     DOI： 10.1021/ja054472v

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


  17 in total

1.  Ligand-Enabled Meta-C-H Alkylation and Arylation Using a Modified Norbornene.

Authors:  Peng-Xiang Shen; Xiao-Chen Wang; Peng Wang; Ru-Yi Zhu; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-09-03       Impact factor: 15.419

Review 2.  Direct transition metal-catalyzed functionalization of heteroaromatic compounds.

Authors:  Ilya V Seregin; Vladimir Gevorgyan
Journal:  Chem Soc Rev       Date:  2007-03-05       Impact factor: 54.564

3.  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

4.  Direct palladium-catalyzed alkynylation of N-fused heterocycles.

Authors:  Ilya V Seregin; Victoria Ryabova; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2007-06-01       Impact factor: 15.419

5.  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

6.  Palladium/Norbornene Cooperative Catalysis.

Authors:  Jianchun Wang; Guangbin Dong
Journal:  Chem Rev       Date:  2019-04-25       Impact factor: 60.622

7.  Pd-catalyzed cascade carbopalladation-annulation reaction of 3-(2-iodobenzyl)-indoles into fused 6/5/7/6- and 6/5/5/6- heterocyclic systems.

Authors:  Natalia Chernyak; David Tilly; Zhou Li; Vladimir Gevorgyan
Journal:  Chem Commun (Camb)       Date:  2009-11-17       Impact factor: 6.222

8.  Palladium/Norbornene-Catalyzed Indenone Synthesis from Simple Aryl Iodides: Concise Syntheses of Pauciflorol F and Acredinone A.

Authors:  Feipeng Liu; Zhe Dong; Jianchun Wang; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-16       Impact factor: 15.336

9.  Redox cycloisomerization approach to 1,2-dihydropyridines.

Authors:  Barry M Trost; Berenger Biannic
Journal:  Org Lett       Date:  2015-03-11       Impact factor: 6.005

10.  Modular ipso/ ortho Difunctionalization of Aryl Bromides via Palladium/Norbornene Cooperative Catalysis.

Authors:  Zhe Dong; Gang Lu; Jianchun Wang; Peng Liu; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2018-06-27       Impact factor: 15.419
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