Literature DB >> 30403354

Palladium-Catalyzed Arylation/Heteroarylation of Indoles: Access to 2,3-Functionalized Indolines.

Nicolas Zeidan1, Tamara Beisel1, Rachel Ross1, Mark Lautens1.   

Abstract

A palladium-catalyzed diastereoselective dearomatization of N-(2-bromobenzoyl)indoles by an arylation/heteroarylation sequence is reported. Diverse functionalized indolines are accessed in good to excellent yields and selectivity. Studies conducted on the effects of copper in the reaction revealed that, along with improving conversions, the additive inhibits epimerization of the product.

Entities:  

Year:  2018        PMID： 30403354     DOI： 10.1021/acs.orglett.8b03310

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


  7 in total

Review 1.  Acyclic Twisted Amides.

Authors:  Guangrong Meng; Jin Zhang; Michal Szostak
Journal:  Chem Rev       Date:  2021-08-18       Impact factor: 72.087

2.  Palladium-catalyzed dearomative 1,4-difunctionalization of naphthalenes.

Authors:  Ping Yang; Chao Zheng; Yu-Han Nie; Shu-Li You
Journal:  Chem Sci       Date:  2020-06-10       Impact factor: 9.825

3.  Highly selective Diels-Alder and Heck arylation reactions in a divergent synthesis of isoindolo- and pyrrolo-fused polycyclic indoles from 2-formylpyrrole.

Authors:  Carlos H Escalante; Eder I Martínez-Mora; Carlos Espinoza-Hicks; Alejandro A Camacho-Dávila; Fernando R Ramos-Morales; Francisco Delgado; Joaquín Tamariz
Journal:  Beilstein J Org Chem       Date:  2020-06-17       Impact factor: 2.883

4.  Reductive dearomative arylcarboxylation of indoles with CO2 via visible-light photoredox catalysis.

Authors:  Wen-Jun Zhou; Zhe-Hao Wang; Li-Li Liao; Yuan-Xu Jiang; Ke-Gong Cao; Tao Ju; Yiwen Li; Guang-Mei Cao; Da-Gang Yu
Journal:  Nat Commun       Date:  2020-06-29       Impact factor: 14.919

5.  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.  Dearomatization through Photoredox Hydroarylation: Discovery of a Radical-Polar Crossover Strategy.

Authors:  Kelly A McDaniel; Nathan T Jui
Journal:  Org Lett       Date:  2021-07-07       Impact factor: 6.072

Review 7.  Isoindolinone Synthesis via One-Pot Type Transition Metal Catalyzed C-C Bond Forming Reactions.

Authors:  Risto Savela; Carolina Méndez-Gálvez
Journal:  Chemistry       Date:  2021-02-02       Impact factor: 5.236
  7 in total

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