Literature DB >> 17909499

A facile, mild and efficient one-pot synthesis of 2-substituted indole derivatives catalyzed by Pd(PPh3)2Cl2.

Hossien A Oskooie1, Majid M Heravi, Farahnaz K Behbahani.   

Abstract

2-Phenylindoles were prepared by heteroannulation of 2-haloaniline derivatives and phenylacetylene under mild conditions in a one-pot reaction catalyzed by Pd(PPh3)2Cl2.

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Year:  2007        PMID： 17909499      PMCID： PMC6149450          DOI： 10.3390/12071438

Source DB:  PubMed          Journal:  Molecules        ISSN： 1420-3049            Impact factor:   4.411


  12 in total

1.  Versatile Indole Synthesis by a 5-endo-dig Cyclization Mediated by Potassium or Cesium Bases We thank the DFG (Leibniz-Programm) and the Fonds der Chemischen Industrie for generous financial support. A.L.R. and C. K. thank the Humboldt-Foundation and the BASF AG, respectively, for fellowships. W.D. was supported by the BMBF program (03 D 0056 2). We thank Dr. J. Henkelmann (BASF AG) for helpful discussions and the BASF AG for the generous gift of chemicals.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-07-17       Impact factor: 15.336

2.  A practical mild, one-pot, regiospecific synthesis of 2,3-disubstituted indoles via consecutive Sonogashira and Cacchi reactions.

Authors:  Bruce Z Lu; Wenyi Zhao; Han-Xun Wei; Marine Dufour; Vittorio Farina; Chris H Senanayake
Journal:  Org Lett       Date:  2006-07-20       Impact factor: 6.005

3.  1-(aminoalkyl)-2-phenylindoles as novel pure estrogen antagonists.

Authors:  E von Angerer; N Knebel; M Kager; B Ganss
Journal:  J Med Chem       Date:  1990-09       Impact factor: 7.446

4.  Synthesis, pharmacology and molecular modeling of N-substituted 2-phenyl-indoles and benzimidazoles as potent GABA(A) agonists.

Authors:  José Luis Falcó; Maria Piqué; Miguel González; Irma Buira; Eva Méndez; Jose Terencio; Cristina Pérez; Marta Príncep; Albert Palomer; Antonio Guglietta
Journal:  Eur J Med Chem       Date:  2006-06-09       Impact factor: 6.514

5.  Synthesis and pharmacological activity of diarylindole derivatives. Cytotoxic agents based on combretastatins.

Authors:  M Medarde; A C Ramos; E Caballero; R Peláez-Lamamié de Clairac; J L López; D G Grávalos; A S Feliciano
Journal:  Bioorg Med Chem Lett       Date:  1999-08-16       Impact factor: 2.823

6.  Palladium(0)-Catalyzed Heteroarylation of 2- and 3-Indolylzinc Derivatives. An Efficient General Method for the Preparation of (2-Pyridyl)indoles and Their Application to Indole Alkaloid Synthesis.

Authors:  Mercedes Amat; Sabine Hadida; Grigorii Pshenichnyi; Joan Bosch
Journal:  J Org Chem       Date:  1997-05-16       Impact factor: 4.354

7.  Synthesis of 3-iodoindoles by the Pd/Cu-catalyzed coupling of N,N-dialkyl-2-iodoanilines and terminal acetylenes, followed by electrophilic cyclization.

Authors:  Dawei Yue; Tuanli Yao; Richard C Larock
Journal:  J Org Chem       Date:  2006-01-06       Impact factor: 4.354

8.  Convenient indole synthesis from 2-iodoanilines and terminal alkynes by the sequential Sonogashira reaction and the cyclization reaction promoted by tetrabutylammonium fluoride (TBAF).

Authors:  Naoyuki Suzuki; Sakura Yasaki; Akito Yasuhara; Takao Sakamoto
Journal:  Chem Pharm Bull (Tokyo)       Date:  2003-10       Impact factor: 1.645

9.  1-Benzyl-2-phenylindole- and 1,2-diphenylindole-based antiestrogens. Estimation of agonist and antagonist activities in transfection assays.

Authors:  C Biberger; E von Angerer
Journal:  J Steroid Biochem Mol Biol       Date:  1998-03       Impact factor: 4.292

10.  Palladium-catalyzed coupling reaction of terminal alkynes with aryl iodides in the presence of indium tribromide and its application to a one-pot synthesis of 2-phenylindole.

Authors:  Norio Sakai; Kimiyoshi Annaka; Takeo Konakahara
Journal:  Org Lett       Date:  2004-05-13       Impact factor: 6.005
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  2 in total

Review 1.  Copper-free Sonogashira cross-coupling reactions: an overview.

Authors:  Fatemeh Mohajer; Majid M Heravi; Vahideh Zadsirjan; Nargess Poormohammad
Journal:  RSC Adv       Date:  2021-02-10       Impact factor: 3.361

2.  Novel isatin-indole derivatives as potential inhibitors of chorismate mutase (CM): their synthesis along with unexpected formation of 2-indolylmethylamino benzoate ester under Pd-Cu catalysis.

Authors:  Gangireddy Sujeevan Reddy; Kazi Amirul Hossain; Jetta Sandeep Kumar; B Thirupataiah; Rebecca Kristina Edwin; Varadaraj Bhat Giliyaru; Raghu Chandrashekhar Hariharapura; G Gautham Shenoy; Parimal Misra; Manojit Pal
Journal:  RSC Adv       Date:  2020-01-02       Impact factor: 4.036
  2 in total

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