Literature DB >> 22734467

Metal-free sp3 C-H bond dual-(het)arylation: I2-promoted domino process to construct 2,2-bisindolyl-1-arylethanones.

Yan-ping Zhu1, Mei-cai Liu, Feng-cheng Jia, Jing-jing Yuan, Qing-he Gao, Mi Lian, An-xin Wu.   

Abstract

A molecular I(2)-promoted sp(3) C-H bond dual-(het)arylation protocol was developed for the synthesis of 2,2-bisindolyl-1-arylethanones. Through a logical design, three mechanism-different reactions (iodination, Kornblum oxidation, and Friedel-Crafts reaction) were assembled in a single reactor. A variety of 2,2-bisindolyl-1-aryl ethanones were synthesized from simple and readily available aryl methyl ketones and indoles. In the reaction, metal, base, and ligand were all avoidable.

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Year:  2012        PMID: 22734467     DOI: 10.1021/ol301366p

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Iodine-mediated sp³ C-H functionalization of methyl ketones: a one-pot synthesis of functionalized indolizines via the 1,3-dipolar cycloaddition reaction between pyridinium ylides and ynones.

Authors:  Issa Yavari; Jamil Sheykhahmadi; Maryam Naeimabadi; Mohammad Reza Halvagar
Journal:  Mol Divers       Date:  2017-01-11       Impact factor: 2.943

2.  A Novel PIFA/KOH Promoted Approach to Synthesize C2-arylacylated Benzothiazoles as Potential Drug Scaffolds.

Authors:  Xiao-Tong Sun; Zhi-Gang Hu; Zhen Huang; Ling-Li Zhou; Jian-Quan Weng
Journal:  Molecules       Date:  2022-01-22       Impact factor: 4.411

3.  Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinyl carboxylic acids via a radical process.

Authors:  Jiancan Zhao; Hong Fang; Jianlin Han; Yi Pan
Journal:  Beilstein J Org Chem       Date:  2013-08-21       Impact factor: 2.883

  3 in total

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