Literature DB >> 19226145

Site-selective azaindole arylation at the azine and azole rings via N-oxide activation.

Malcolm P Huestis1, Keith Fagnou.   

Abstract

Subjection of N-methyl 6- and 7-azaindole N-oxides to a Pd(OAc)2/DavePhos catalyst system enables regioselective direct arylation of the azine ring. Following deoxygenation, 7-azaindole substrates undergo an additional regioselective azole direct arylation event in good yield.

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Year:  2009        PMID： 19226145     DOI： 10.1021/ol900150u

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


  8 in total

1.  Reduction of amine N-oxides by diboron reagents.

Authors:  Hari Prasad Kokatla; Paul F Thomson; Suyeal Bae; Venkata Ramana Doddi; Mahesh K Lakshman
Journal:  J Org Chem       Date:  2011-08-31       Impact factor: 4.354

2.  A general method for copper-catalyzed arene cross-dimerization.

Authors:  Hien-Quang Do; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2011-08-08       Impact factor: 15.419

3.  Fluorenone synthesis by palladacycle-catalyzed sequential reactions of 2-bromobenzaldehydes with arylboronic acids.

Authors:  Tao-Ping Liu; Yuan-Xi Liao; Chun-Hui Xing; Qiao-Sheng Hu
Journal:  Org Lett       Date:  2011-04-11       Impact factor: 6.005

4.  Palladium-catalyzed indole, pyrrole, and furan arylation by aryl chlorides.

Authors:  Enrico T Nadres; Anna Lazareva; Olafs Daugulis
Journal:  J Org Chem       Date:  2010-12-30       Impact factor: 4.354

5.  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

6.  Mechanistic investigations and substrate scope evaluation of ruthenium-catalyzed direct sp3 arylation of benzylic positions directed by 3-substituted pyridines.

Authors:  Navid Dastbaravardeh; Karl Kirchner; Michael Schnürch; Marko D Mihovilovic
Journal:  J Org Chem       Date:  2013-01-03       Impact factor: 4.354

7.  Synthesis of 3,6-diaryl-1H-pyrazolo[3,4-b]pyridines via one-pot sequential Suzuki-Miyaura coupling.

Authors:  Vibha Tandon; Parthasarathi Das; S Kukreti
Journal:  RSC Adv       Date:  2018-10-11       Impact factor: 3.361

8.  Regioselective C-H sulfenylation of N-sulfonyl protected 7-azaindoles promoted by TBAI: a rapid synthesis of 3-thio-7-azaindoles.

Authors:  Jingyan Hu; Xiaoming Ji; Shuai Hao; Mingqin Zhao; Miao Lai; Tianbao Ren; Gaolei Xi; Erbin Wang; Juanjuan Wang; Zhiyong Wu
Journal:  RSC Adv       Date:  2020-08-27       Impact factor: 4.036
  8 in total

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