Literature DB >> 22316069

A novel entry to functionalized benzofurans and indoles via palladium(0)-catalyzed arylative dearomatization of furans.

Biaolin Yin1, Congbi Cai, Guohui Zeng, Ruoqi Zhang, Xiang Li, Huanfeng Jiang.   

Abstract

A novel entry to functionalized benzofurans and indoles from furans in moderate to good yields has been developed. This protocol involves palladium(0)-catalyzed dearomatizing intramolecular arylation of the furan ring, formation of a π-allylic palladium complex, furan ring opening, and a β-hydride elimination sequence.

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Year:  2012        PMID： 22316069     DOI： 10.1021/ol300008d

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


  6 in total

1.  Synthesis of novel isoquinolinone and 1,2-dihydroisoquinoline scaffolds via Ugi reaction and ring opening reaction of furans.

Authors:  Fei Ji; Wen-bin Yi; Mu Sun; Mei-fang Lv; Chun Cai
Journal:  Mol Divers       Date:  2013-03-20       Impact factor: 2.943

2.  Brönsted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans.

Authors:  Alexey Kuznetsov; Anton Makarov; Aleksandr E Rubtsov; Alexander V Butin; Vladimir Gevorgyan
Journal:  J Org Chem       Date:  2013-11-20       Impact factor: 4.354

3.  Investigating the dearomative rearrangement of biaryl phosphine-ligated Pd(II) complexes.

Authors:  Phillip J Milner; Thomas J Maimone; Mingjuan Su; Jiahao Chen; Peter Müller; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2012-11-27       Impact factor: 15.419

4.  Palladium-catalyzed Tsuji-Trost-type reaction of benzofuran-2-ylmethyl acetates with nucleophiles.

Authors:  Antonio Arcadi; Giancarlo Fabrizi; Andrea Fochetti; Francesca Ghirga; Antonella Goggiamani; Antonia Iazzetti; Federico Marrone; Giulia Mazzoccanti; Andrea Serraiocco
Journal:  RSC Adv       Date:  2021-01-04       Impact factor: 3.361

5.  Access to N-unprotected 2-amide-substituted indoles from Ugi adducts via palladium-catalyzed intramolecular cyclization of o-iodoanilines bearing furan rings.

Authors:  Hui Peng; Kai Jiang; Guangjin Zhen; Furong Wang; Biaolin Yin
Journal:  RSC Adv       Date:  2020-03-23       Impact factor: 3.361

6.  Synthesis of tetracyclic indolin-3-ones through Pd-catalyzed intramolecular deacetylative dearomatization of 3-acetoxy-indoles.

Authors:  Ren-Xiao Liang; Ke Wang; Ling-Jie Song; Wei-Jian Sheng; Yi-Xia Jia
Journal:  RSC Adv       Date:  2019-05-07       Impact factor: 3.361
  6 in total

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