Literature DB >> 16238359

Regioselective intramolecular reactions of 2-indolylacyl radicals with pyridines: a direct synthetic entry to ellipticine quinones.

M-Lluïsa Bennasar1, Tomàs Roca, Francesc Ferrando.   

Abstract

[reaction: see text] 2-Indolylacyl radicals generated from the corresponding selenoesters under hexabutylditin-hnu conditions undergo regioselective intramolecular reaction with unprotonated pyridines to give polycyclic indolylpyridyl ketones. For substrates bearing a (3-pyridyl)methyl moiety connected to the 3-position of the indole ring, the cyclization provides easy access to ellipticine quinones.

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Year:  2005        PMID: 16238359     DOI: 10.1021/jo0514974

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Evaluation of thieno[3,2-b]pyrrole[3,2-d]pyridazinones as activators of the tumor cell specific M2 isoform of pyruvate kinase.

Authors:  Jian-kang Jiang; Matthew B Boxer; Matthew G Vander Heiden; Min Shen; Amanda P Skoumbourdis; Noel Southall; Henrike Veith; William Leister; Christopher P Austin; Hee Won Park; James Inglese; Lewis C Cantley; Douglas S Auld; Craig J Thomas
Journal:  Bioorg Med Chem Lett       Date:  2010-04-11       Impact factor: 2.823

Review 2.  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

3.  Design, synthesis, in vitro antiproliferative activity and apoptosis-inducing studies of 1-(3',4',5'-trimethoxyphenyl)-3-(2'-alkoxycarbonylindolyl)-2-propen-1-one derivatives obtained by a molecular hybridisation approach.

Authors:  Delia Preti; Romeo Romagnoli; Riccardo Rondanin; Barbara Cacciari; Ernest Hamel; Jan Balzarini; Sandra Liekens; Dominique Schols; Francisco Estévez-Sarmiento; José Quintana; Francisco Estévez
Journal:  J Enzyme Inhib Med Chem       Date:  2018-12       Impact factor: 5.051

  3 in total

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