Literature DB >> 17630756

Synthesis of (+/-)-thiohalenaquinone by iterative metalations of thiophene.

Bryan Wakefield1, Robert J Halter, Peter Wipf.   

Abstract

The synthesis of a thiophene-containing analogue of halenaquinone was realized. Key steps include an alkynyl ketone-benzocyclobutane Diels-Alder reaction to construct the C,D-ring naphthalene subunit, a Heck cyclization to form the quaternary carbon, and a ring closing metathesis to add the A-ring.

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Year:  2007        PMID： 17630756     DOI： 10.1021/ol071258y

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


  5 in total

1.  Synthesis of 1,2,4-triazines and the triazinoisoquinolinedione DEF ring system of noelaquinone.

Authors:  Liming Cao; John P Maciejewski; Stephan Elzner; David Amantini; Peter Wipf
Journal:  Org Biomol Chem       Date:  2012-04-04       Impact factor: 3.876

2.  Strategies for the Synthesis of the Halenaquinol and Xestoquinol Families of Natural Products.

Authors:  Gregg M Schwarzwalder; Christopher D Vanderwal
Journal:  European J Org Chem       Date:  2017-02-16

3.  Toxicological investigation and antinociceptive property of potassium thiophene-3-trifluoroborate.

Authors:  Roberta A Oliveira; Lucielli Savegnago; Cristiano R Jesse; Paulo H Menezes; Gary A Molander; Cristina W Nogueira
Journal:  Basic Clin Pharmacol Toxicol       Date:  2009-03-27       Impact factor: 4.080

4.  Versatile Dibenzothio[seleno]phenes via Hexadehydro-Diels-Alder Domino Cyclization.

Authors:  Baohua Liu; Qiong Hu; Yinshan Wen; Bo Fang; Xiaoliang Xu; Yimin Hu
Journal:  Front Chem       Date:  2019-05-24       Impact factor: 5.221

5.  Synthesis of heterocyclic triads by Pd-catalyzed cross-couplings and evaluation of their cell-specific toxicity profile.

Authors:  Joseph Salamoun; Shelby Anderson; James C Burnett; Rick Gussio; Peter Wipf
Journal:  Org Lett       Date:  2014-03-18       Impact factor: 6.005
  5 in total

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