Literature DB >> 25849154

Enantioselective Arylative Dearomatization of Indoles via Pd-Catalyzed Intramolecular Reductive Heck Reactions.

Chong Shen1, Ren-Rong Liu1, Ren-Jie Fan1, Ying-Long Li1, Teng-Fei Xu1, Jian-Rong Gao1, Yi-Xia Jia1.   

Abstract

A highly enantioselective intramolecular arylative dearomatization of indoles via palladium-catalyzed reductive Heck reactions was developed. The new strategy led to a series of optically active indolines bearing C2-quaternary stereocenters in modest to good yields with excellent enantioselectivities (up to 99% ee).

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Year:  2015        PMID: 25849154     DOI: 10.1021/jacs.5b01705

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


  15 in total

1.  Practical Intermolecular Hydroarylation of Terminal Alkenes via Reductive Heck Coupling.

Authors:  John A Gurak; Keary M Engle
Journal:  ACS Catal       Date:  2018-08-24       Impact factor: 13.084

2.  Palladium-Catalyzed Reductive Heck Coupling of Alkenes.

Authors:  Lucas J Oxtoby; John A Gurak; Steven R Wisniewski; Martin D Eastgate; Keary M Engle
Journal:  Trends Chem       Date:  2019-06-20

3.  Catalytic α-Hydroarylation of Acrylates and Acrylamides via an Interrupted Hydrodehalogenation Reaction.

Authors:  Alena M Vasquez; John A Gurak; Candice L Joe; Emily C Cherney; Keary M Engle
Journal:  J Am Chem Soc       Date:  2020-05-28       Impact factor: 15.419

4.  Exploring the mechanism of the Pd-catalyzed spirocyclization reaction: a combined DFT and experimental study.

Authors:  Ivan Franzoni; Hyung Yoon; José-Antonio García-López; Amalia Isabel Poblador-Bahamonde; Mark Lautens
Journal:  Chem Sci       Date:  2017-12-08       Impact factor: 9.825

5.  Highly efficient synthesis and stereoselective migration reactions of chiral five-membered aza-spiroindolenines: scope and mechanistic understanding.

Authors:  Qing-Feng Wu; Chao Zheng; Chun-Xiang Zhuo; Shu-Li You
Journal:  Chem Sci       Date:  2016-03-29       Impact factor: 9.825

6.  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

7.  Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides.

Authors:  Waldemar Schilling; Yu Zhang; Daniel Riemer; Shoubhik Das
Journal:  Chemistry       Date:  2019-12-05       Impact factor: 5.236

8.  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

9.  Unusual biaryl torsional strain promotes reactivity in Cu-catalyzed Sommelet-Hauser rearrangement.

Authors:  Chongqing Pan; Wenjing Guo; Zhenhua Gu
Journal:  Chem Sci       Date:  2018-06-14       Impact factor: 9.825

10.  Enantioselective palladium/copper-catalyzed C-C σ-bond activation synergized with Sonogashira-type C(sp3)-C(sp) cross-coupling alkynylation.

Authors:  Feng-Na Sun; Wan-Chun Yang; Xiao-Bing Chen; Yu-Li Sun; Jian Cao; Zheng Xu; Li-Wen Xu
Journal:  Chem Sci       Date:  2019-06-21       Impact factor: 9.825

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