Literature DB >> 17147340

Ir-catalyzed functionalization of 2-substituted indoles at the 7-position: nitrogen-directed aromatic borylation.

Sulagna Paul1, Ghayoor A Chotana, Daniel Holmes, Rebecca C Reichle, Robert E Maleczka, Milton R Smith.   

Abstract

Ir-catalyzed borylation of 2-substituted indoles selectively yields 7-borylated products in good yields. N-Protection, required for previous functionalizations of 2-substituted indoles, is unnecessary.

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Year:  2006        PMID: 17147340     DOI: 10.1021/ja0631652

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


  35 in total

1.  Cationic tricoordinate boron intermediates: borenium chemistry from the organic perspective.

Authors:  Timothy S De Vries; Aleksandrs Prokofjevs; Edwin Vedejs
Journal:  Chem Rev       Date:  2012-04-20       Impact factor: 60.622

2.  PyDipSi: a general and easily modifiable/traceless Si-tethered directing group for C-H acyloxylation of arenes.

Authors:  Natalia Chernyak; Alexander S Dudnik; Chunhui Huang; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2010-06-23       Impact factor: 15.419

3.  Synthesis of 2-D-L-Tryptophan by Sequential Ir-Catalyzed Reactions.

Authors:  Ravikrishna Vallakati; Abel T Plotnikov; Ryan A Altman
Journal:  Tetrahedron       Date:  2019-02-26       Impact factor: 2.457

4.  Palladium-catalyzed direct functionalization of imidazolinone: synthesis of dibromophakellstatin.

Authors:  Jianming Lu; Xianghui Tan; Chuo Chen
Journal:  J Am Chem Soc       Date:  2007-06-01       Impact factor: 15.419

5.  Efficient iridium-catalyzed C-H functionalization/silylation of heteroarenes.

Authors:  Biao Lu; John R Falck
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

6.  Iridium-catalyzed borylation of thiophenes: versatile, synthetic elaboration founded on selective C-H functionalization.

Authors:  Ghayoor A Chotana; Venkata A Kallepalli; Robert E Maleczka; Milton R Smith
Journal:  Tetrahedron       Date:  2008-06-23       Impact factor: 2.457

7.  Total Synthesis of Verruculogen and Fumitremorgin A Enabled by Ligand-Controlled C-H Borylation.

Authors:  Yu Feng; Dane Holte; Jochen Zoller; Shigenobu Umemiya; Leah R Simke; Phil S Baran
Journal:  J Am Chem Soc       Date:  2015-08-11       Impact factor: 15.419

8.  The Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes.

Authors:  Chunhui Huang; Natalia Chernyak; Alexander S Dudnik; Vladimir Gevorgyan
Journal:  Adv Synth Catal       Date:  2011-05-01       Impact factor: 5.837

9.  Harnessing C-H Borylation/Deborylation for Selective Deuteration, Synthesis of Boronate Esters, and Late Stage Functionalization.

Authors:  Venkata A Kallepalli; Kristin A Gore; Feng Shi; Luis Sanchez; Ghayoor A Chotana; Susanne L Miller; Robert E Maleczka; Milton R Smith
Journal:  J Org Chem       Date:  2015-08-07       Impact factor: 4.354

10.  Bismuth Acetate as a Catalyst for the Sequential Protodeboronation of Di- and Triborylated Indoles.

Authors:  Fangyi Shen; Sriram Tyagarajan; Damith Perera; Shane W Krska; Peter E Maligres; Milton R Smith; Robert E Maleczka
Journal:  Org Lett       Date:  2016-03-21       Impact factor: 6.005

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