Literature DB >> 17025331

A general and efficient FeCl3-catalyzed nucleophilic substitution of propargylic alcohols.

Zhuang-ping Zhan1, Jing-liang Yu, Hui-juan Liu, Yuan-yuan Cui, Rui-feng Yang, Wen-zhen Yang, Jun-ping Li.   

Abstract

A general and efficient FeCl3-catalyzed substitution reaction of propargylic alcohols with carbon- and heteroatom-centered nucleophiles such as allyl trimethylsilane, alcohols, aromatic compounds, thiols, and amides, leading to the construction of C-C, C-O, C-S and C-N bonds, has been developed.

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Year:  2006        PMID: 17025331     DOI: 10.1021/jo061234p

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


  8 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.  Stereoinversion of Unactivated Alcohols by Tethered Sulfonamides.

Authors:  Paul T Marcyk; Latisha R Jefferies; Deyaa I AbuSalim; Maren Pink; Mu-Hyun Baik; Silas P Cook
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-15       Impact factor: 15.336

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

4.  A review of new developments in the Friedel-Crafts alkylation - From green chemistry to asymmetric catalysis.

Authors:  Magnus Rueping; Boris J Nachtsheim
Journal:  Beilstein J Org Chem       Date:  2010-01-20       Impact factor: 2.883

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.  Regioselective dihalohydration reactions of propargylic alcohols: gold-catalyzed and noncatalyzed reactions.

Authors:  Jarryl M D'Oyley; Abil E Aliev; Tom D Sheppard
Journal:  Angew Chem Int Ed Engl       Date:  2014-08-21       Impact factor: 15.336

7.  Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid.

Authors:  Federica Santoro; Matteo Mariani; Federica Zaccheria; Rinaldo Psaro; Nicoletta Ravasio
Journal:  Beilstein J Org Chem       Date:  2016-12-06       Impact factor: 2.883

8.  Benzyl thioether formation merging copper catalysis.

Authors:  Bing Xu; Ying Lin; Yang Ye; Li Xu; Tian Xie; Xiang-Yang Ye
Journal:  RSC Adv       Date:  2021-12-23       Impact factor: 3.361

  8 in total

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