Literature DB >> 18402463

Total synthesis of (+/-)-murrayazoline.

Akiko Ueno1, Takafumi Kitawaki, Noritaka Chida.   

Abstract

The total synthesis of (+/-)-murrayazoline (1) is described. The characteristic hexa-heterocyclic structure of 1 was constructed by a combination of the intramolecular Friedel-Crafts-type Michael addition and Pd-catalyzed C-O coupling reactions. The N-substituted carbazole component was synthesized in one pot by the double N-arylation of a sterically hindered amine with a dibromobiphenyl derivative.

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Year:  2008        PMID: 18402463     DOI: 10.1021/ol800602v

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


  8 in total

1.  Tissue-based metabolic labeling of polysialic acids in living primary hippocampal neurons.

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Journal:  Proc Natl Acad Sci U S A       Date:  2015-01-06       Impact factor: 11.205

2.  Palladium(0)-catalyzed aryne annulation: a powerful strategy for the synthesis of thio-bridged compounds.

Authors:  Mayur I Morja; Kishor H Chikhalia
Journal:  Mol Divers       Date:  2022-04-22       Impact factor: 2.943

Review 3.  Applications of Friedel-Crafts reactions in total synthesis of natural products.

Authors:  Majid M Heravi; Vahideh Zadsirjan; Pegah Saedi; Tayebeh Momeni
Journal:  RSC Adv       Date:  2018-12-03       Impact factor: 4.036

Review 4.  Applications of Palladium-Catalyzed C-N Cross-Coupling Reactions.

Authors:  Paula Ruiz-Castillo; Stephen L Buchwald
Journal:  Chem Rev       Date:  2016-09-30       Impact factor: 60.622

5.  Double N-arylation reaction of polyhalogenated 4,4'-bipyridines. Expedious synthesis of functionalized 2,7-diazacarbazoles.

Authors:  Mohamed Abboud; Emmanuel Aubert; Victor Mamane
Journal:  Beilstein J Org Chem       Date:  2012-02-14       Impact factor: 2.883

6.  Palladium- and copper-mediated N-aryl bond formation reactions for the synthesis of biological active compounds.

Authors:  Carolin Fischer; Burkhard Koenig
Journal:  Beilstein J Org Chem       Date:  2011-01-14       Impact factor: 2.883

7.  Rh(III)-Catalyzed C-H Activation/Intramolecular Cyclization: Access to N-Acyl-2,3-dihydro-1H-carbazol-4(9H)-ones from Cyclic 2-Diazo-1,3-diketones and N-Arylamides.

Authors:  Youpeng Zuo; Xinwei He; Yi Ning; Yuhao Wu; Yongjia Shang
Journal:  ACS Omega       Date:  2017-11-30

8.  Palladium-catalyzed synthesis and nucleotide pyrophosphatase inhibition of benzo[4,5]furo[3,2-b]indoles.

Authors:  Hoang Huy Do; Saif Ullah; Alexander Villinger; Joanna Lecka; Jean Sévigny; Peter Ehlers; Jamshed Iqbal; Peter Langer
Journal:  Beilstein J Org Chem       Date:  2019-11-22       Impact factor: 2.883

  8 in total

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