Literature DB >> 16218601

Gold(III)-catalyzed nucleophilic substitution of propargylic alcohols.

Marie Georgy1, Valérie Boucard, Jean-Marc Campagne.   

Abstract

Gold-catalyzed nucleophilic substitution on propargylic alcohols, with various C-, O-, and S-nucleophiles, is described under very mild conditions (room temperature, dichloromethane) in 0-97% yield.

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Year:  2005        PMID： 16218601     DOI： 10.1021/ja0534147

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  11 in total

1.  Construction of 1,5-enynes by stereospecific Pd-catalyzed allyl-propargyl cross-couplings.

Authors:  Michael J Ardolino; James P Morken
Journal:  J Am Chem Soc       Date:  2012-05-17       Impact factor: 15.419

2.  Gold catalyzed cyclization of alkyne-tethered dihydropyrimidones.

Authors:  Lauren E Brown; Peng Dai; John A Porco; Scott E Schaus
Journal:  Org Lett       Date:  2011-07-13       Impact factor: 6.005

Review 3.  Scope and advances in the catalytic propargylic substitution reaction.

Authors:  Rashmi Roy; Satyajit Saha
Journal:  RSC Adv       Date:  2018-09-05       Impact factor: 3.361

Review 4.  Biopharmaceutical applications of nanogold.

Authors:  Fars K Alanazi; Awwad A Radwan; Ibrahim A Alsarra
Journal:  Saudi Pharm J       Date:  2010-07-24       Impact factor: 4.330

5.  Gold-catalyzed propargylic substitutions: Scope and synthetic developments.

Authors:  Olivier Debleds; Eric Gayon; Emmanuel Vrancken; Jean-Marc Campagne
Journal:  Beilstein J Org Chem       Date:  2011-06-28       Impact factor: 2.883

6.  Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols.

Authors:  Michel Chiarucci; Mirko Locritani; Gianpiero Cera; Marco Bandini
Journal:  Beilstein J Org Chem       Date:  2011-09-01       Impact factor: 2.883

7.  B(C6F5)3 catalyzed direct nucleophilic substitution of benzylic alcohols: an effective method of constructing C-O, C-S and C-C bonds from benzylic alcohols.

Authors:  Shan-Shui Meng; Qian Wang; Gong-Bin Huang; Li-Rong Lin; Jun-Ling Zhao; Albert S C Chan
Journal:  RSC Adv       Date:  2018-09-03       Impact factor: 3.361

8.  Gold(I)-Catalyzed Nucleophilic Allylation of Azinium Ions with Allylboronates.

Authors:  Luke O'Brien; Stephen P Argent; Kristaps Ermanis; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-25       Impact factor: 16.823

9.  Gold(I)-catalysed one-pot synthesis of chromans using allylic alcohols and phenols.

Authors:  Eloi Coutant; Paul C Young; Graeme Barker; Ai-Lan Lee
Journal:  Beilstein J Org Chem       Date:  2013-09-04       Impact factor: 2.883

10.  Tunable Gold-catalyzed Reactions of Propargyl Alcohols and Aryl Nucleophiles.

Authors:  Helgi Freyr Jónsson; Thomas Nordbø Solvi; Sondre Lomeland; Ann Christin Reiersølmoen; Anne Fiksdahl
Journal:  ChemistryOpen       Date:  2022-03-10       Impact factor: 2.630
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