Literature DB >> 20577579

A Convenient Synthetic Route to Furan Esters and Lactones by Palladium-Catalyzed Carboalkoxylation or Cyclocarbonylation of Hydroxyl-Substituted 3-Iodofurans.

Chul-Hee Cho1, Richard C Larock.   

Abstract

An effective palladium-catalyzed protocol for the intermolecular carboalkoxylation or intramolecular cyclocarbonylation of hydroxyl-substituted 3-iodofurans under carbon monoxide pressure has been developed. The 3-iodofurans are readily prepared by iodocyclization of 2-(1-alkynyl)-2-alken-1-ones in the presence of various diols.

Entities:  

Year:  2010        PMID： 20577579      PMCID： PMC2888519          DOI： 10.1016/j.tetlet.2010.04.108

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  6 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.  Synthesis of highly substituted furans by the electrophile-induced coupling of 2-(1-alkynyl)-2-alken-1-ones and nucleophiles.

Authors:  Tuanli Yao; Xiaoxia Zhang; Richard C Larock
Journal:  J Org Chem       Date:  2005-09-16       Impact factor: 4.354

3.  Lactone synthesis based on atom transfer carbonylation

Authors: 
Journal:  Org Lett       Date:  2000-02-10       Impact factor: 6.005

4.  Synthesis of Phthalideisoquinoline and Protoberberine Alkaloids and Indolo[2,1-a]isoquinolines in a Divergent Route Involving Palladium(0)-Catalyzed Carbonylation(1).

Authors:  Kazuhiko Orito; Mamoru Miyazawa; Ryo Kanbayashi; Masao Tokuda; Hiroshi Suginome
Journal:  J Org Chem       Date:  1999-09-03       Impact factor: 4.354

5.  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

6.  Efficient carbonylation reactions in phosphonium salt ionic liquids: anionic effects.

Authors:  James McNulty; Jerald J Nair; Al Robertson
Journal:  Org Lett       Date:  2007-09-27       Impact factor: 6.005
  6 in total
  2 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

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

Authors:  Chul-Hee Cho; Richard C Larock
Journal:  ACS Comb Sci       Date:  2011-03-24       Impact factor: 3.784
  2 in total

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