Literature DB >> 27023669

A Direct Access to 7-Aminoindoles via Iridium-Catalyzed Mild C-H Amidation of N-Pivaloylindoles with Organic Azides.

Youyoung Kim1,2, Juhyeon Park1,2, Sukbok Chang1,2.   

Abstract

Ir(III)-catalyzed regioselective direct C-7 amidation of indoles in reaction with organic azides has been developed. While its efficiency was varied by the choice of N-directing groups, N-pivaloylindoles were most effective in undergoing the desired amidation at room temperature over a broad range of substrates. The reaction was scalable, and deprotection of the chelation group was also facile.

Entities:  

Year:  2016        PMID： 27023669     DOI： 10.1021/acs.orglett.6b00662

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


  9 in total

1.  Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles.

Authors:  Saad Shaaban; Christian Merten; Herbert Waldmann
Journal:  Chemistry       Date:  2021-11-05       Impact factor: 5.020

2.  Late-Stage Amination of Drug-Like Benzoic Acids: Access to Anilines and Drug Conjugates through Directed Iridium-Catalyzed C-H Activation.

Authors:  Erik Weis; Magnus J Johansson; Belén Martín-Matute
Journal:  Chemistry       Date:  2021-11-17       Impact factor: 5.020

3.  Delineating Physical Organic Parameters in Site-Selective C-H Functionalization of Indoles.

Authors:  Youyoung Kim; Yoonsu Park; Sukbok Chang
Journal:  ACS Cent Sci       Date:  2018-06-13       Impact factor: 14.553

4.  Acyl-Directed ortho-Borylation of Anilines and C7 Borylation of Indoles using just BBr3.

Authors:  Saqib A Iqbal; Jessica Cid; Richard J Procter; Marina Uzelac; Kang Yuan; Michael J Ingleson
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-12       Impact factor: 15.336

5.  Phosphorus(III)-assisted regioselective C-H silylation of heteroarenes.

Authors:  Dingyi Wang; Xiangyang Chen; Jonathan J Wong; Liqun Jin; Mingjie Li; Yue Zhao; K N Houk; Zhuangzhi Shi
Journal:  Nat Commun       Date:  2021-01-22       Impact factor: 14.919

6.  Rhodium(iii) catalyzed olefination and deuteration of tetrahydrocarbazole.

Authors:  Wan Peng; Qiaohong Liu; Fucheng Yin; Cunjian Shi; Limei Ji; Lailiang Qu; Cheng Wang; Heng Luo; Lingyi Kong; Xiaobing Wang
Journal:  RSC Adv       Date:  2021-02-23       Impact factor: 3.361

Review 7.  Direct sulfonamidation of (hetero)aromatic C-H bonds with sulfonyl azides: a novel and efficient route to N-(hetero)aryl sulfonamides.

Authors:  Zhi Liu; Abdolghaffar Ebadi; Mohsen Toughani; Nihat Mert; Esmail Vessally
Journal:  RSC Adv       Date:  2020-10-08       Impact factor: 4.036

8.  Rh(iii)-catalyzed C-7 arylation of indolines with arylsilanes via C-H activation.

Authors:  Haiqing Luo; Qi Xie; Kai Sun; Jianbo Deng; Lin Xu; Kejun Wang; Xuzhong Luo
Journal:  RSC Adv       Date:  2019-06-10       Impact factor: 4.036

9.  C7-Indole Amidations and Alkenylations by Ruthenium(II) Catalysis.

Authors:  Isaac Choi; Antonis M Messinis; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-29       Impact factor: 15.336
  9 in total

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