Literature DB >> 21434604

Highly substituted lactone/ester-containing furan library by the palladium-catalyzed carbonylation of hydroxyl-substituted 3-iodofurans.

Chul-Hee Cho1, Richard C Larock.   

Abstract

Highly substituted lactone- and ester-containing furans have been prepared by the efficient palladium-catalyzed intramolecular cyclocarbonylation or intermolecular carboalkoxylation, respectively, of hydroxyl-containing 3-iodofurans, readily prepared by the iodocyclization of 2-(1-alkynyl)-2-alken-1-ones in the presence of various diols.

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Year:  2011        PMID: 21434604      PMCID: PMC3096464          DOI: 10.1021/co100088q

Source DB:  PubMed          Journal:  ACS Comb Sci        ISSN: 2156-8944            Impact factor:   3.784


  26 in total

1.  Transition Metal-Catalyzed Carbocyclizations in Organic Synthesis.

Authors:  Iwao Ojima; Maria Tzamarioudaki; Zhaoyang Li; Robert J. Donovan
Journal:  Chem Rev       Date:  1996-03-28       Impact factor: 60.622

2.  An efficient synthesis of coumestrol and coumestans by iodocyclization and Pd-catalyzed intramolecular lactonization.

Authors:  Tuanli Yao; Dawei Yue; Richard C Larock
Journal:  J Org Chem       Date:  2005-11-25       Impact factor: 4.354

3.  Structure-activity relationships of selective estrogen receptor modulators: modifications to the 2-arylbenzothiophene core of raloxifene.

Authors:  T A Grese; S Cho; D R Finley; A G Godfrey; C D Jones; C W Lugar; M J Martin; K Matsumoto; L D Pennington; M A Winter; M D Adrian; H W Cole; D E Magee; D L Phillips; E R Rowley; L L Short; A L Glasebrook; H U Bryant
Journal:  J Med Chem       Date:  1997-01-17       Impact factor: 7.446

4.  Palladium-catalyzed cross-coupling reactions in total synthesis.

Authors:  K C Nicolaou; Paul G Bulger; David Sarlah
Journal:  Angew Chem Int Ed Engl       Date:  2005-07-18       Impact factor: 15.336

5.  A new approach to desketoraloxifene analogs from oxygen-bearing 3-iodobenzo[b]thiophenes prepared via iodocyclization.

Authors:  Chul-Hee Cho; Dai-Il Jung; Richard C Larock
Journal:  Tetrahedron Lett       Date:  2010-12-15       Impact factor: 2.415

6.  Neighboring group effect in Pd-catalyzed carbonylation terminated by lactonization: a need for a protective group and/or DMF.

Authors:  Radan Schiller; Milan Pour; Helena Fáková; Jirí Kunes; Ivana Císarová
Journal:  J Org Chem       Date:  2004-10-01       Impact factor: 4.354

7.  Diverse methyl sulfone-containing benzo[b]thiophene library via iodocyclization and palladium-catalyzed coupling.

Authors:  Chul-Hee Cho; Benjamin Neuenswander; Richard C Larock
Journal:  J Comb Chem       Date:  2010-03-08

8.  Solution phase synthesis of a diverse library of highly substituted isoxazoles.

Authors:  Jesse P Waldo; Saurabh Mehta; Benjamin Neuenswander; Gerald H Lushington; Richard C Larock
Journal:  J Comb Chem       Date:  2008-08-01

9.  Metal-catalyzed 1,2-shift of diverse migrating groups in allenyl systems as a new paradigm toward densely functionalized heterocycles.

Authors:  Alexander S Dudnik; Anna W Sromek; Marina Rubina; Joseph T Kim; Alexander V Kel'in; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2008-01-04       Impact factor: 15.419

10.  Palladium-catalyzed carbonylation reactions of aryl halides and related compounds.

Authors:  Anne Brennführer; Helfried Neumann; Matthias Beller
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

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  1 in total

1.  Solution-phase synthesis of a highly substituted furan library.

Authors:  Chul-Hee Cho; Feng Shi; Dai-Il Jung; Benjamin Neuenswander; Gerald H Lushington; Richard C Larock
Journal:  ACS Comb Sci       Date:  2012-06-11       Impact factor: 3.784

  1 in total

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