Literature DB >> 22670815

Improved protocol for indoline synthesis via palladium-catalyzed intramolecular C(sp2)-H amination.

Gang He1, Chengxi Lu, Yingsheng Zhao, William A Nack, Gong Chen.   

Abstract

An efficient method has been developed for the synthesis of indoline compounds from picolinamide (PA)-protected β-arylethylamine substrates via palladium-catalyzed intramolecular amination of ortho-C(sp(2))-H bonds. These reactions feature high efficiency, low catalyst loadings, mild operating conditions, and the use of inexpensive reagents.

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Year:  2012        PMID： 22670815     DOI： 10.1021/ol301352v

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


  17 in total

1.  Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C-H Bonds.

Authors:  Kyle Clagg; Haiyun Hou; Adam B Weinstein; David Russell; Shannon S Stahl; Stefan G Koenig
Journal:  Org Lett       Date:  2016-07-12       Impact factor: 6.005

2.  Diastereoselective Oxidative C-N/C-O and C-N/C-N Bond Formation Tandems Initiated by Visible Light: Synthesis of Fused N-Arylindolines.

Authors:  Scott A Morris; Theresa H Nguyen; Nan Zheng
Journal:  Adv Synth Catal       Date:  2015-07-14       Impact factor: 5.837

3.  Palladium Catalyzed Aryl C-H Amination with O2 via In Situ Formation of Peroxide-Based Oxidant(s) from Dioxane.

Authors:  Adam B Weinstein; Shannon S Stahl
Journal:  Catal Sci Technol       Date:  2014-12-01       Impact factor: 6.119

4.  Rh(III)-Catalyzed Three-Component Syn-Carboamination of Alkenes Using Arylboronic Acids and Dioxazolones.

Authors:  Sumin Lee; Tomislav Rovis
Journal:  ACS Catal       Date:  2021-06-30       Impact factor: 13.700

5.  Directed amination of non-acidic arene C-H bonds by a copper-silver catalytic system.

Authors:  Ly Dieu Tran; James Roane; Olafs Daugulis
Journal:  Angew Chem Int Ed Engl       Date:  2013-04-24       Impact factor: 15.336

6.  Pd(0)-catalyzed sequential C-N bond formation via allylic and aromatic C-H amination of α-methylstyrenes with diaziridinone.

Authors:  Thomas A Ramirez; Qian Wang; Yingguang Zhu; Huaiji Zheng; Xingao Peng; Richard G Cornwall; Yian Shi
Journal:  Org Lett       Date:  2013-08-06       Impact factor: 6.005

7.  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

8.  Copper-catalyzed etherification of arene C-H bonds.

Authors:  James Roane; Olafs Daugulis
Journal:  Org Lett       Date:  2013-11-01       Impact factor: 6.005

9.  Stereoselective Synthesis of β-Branched Aromatic α-Amino Acids by Biocatalytic Dynamic Kinetic Resolution*.

Authors:  Fuzhuo Li; Li-Cheng Yang; Jingyang Zhang; Jason S Chen; Hans Renata
Journal:  Angew Chem Int Ed Engl       Date:  2021-07-01       Impact factor: 16.823

10.  Synthesis of phenanthridines via palladium-catalyzed picolinamide-directed sequential C-H functionalization.

Authors:  Ryan Pearson; Shuyu Zhang; Gang He; Nicola Edwards; Gong Chen
Journal:  Beilstein J Org Chem       Date:  2013-05-08       Impact factor: 2.883
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