Literature DB >> 16883434

BiCl3-catalyzed propargylic substitution reaction of propargylic alcohols with C-, O-, S- and N-centered nucleophiles.

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

Abstract

A general and efficient BiCl3-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.

Entities:  

Year:  2006        PMID： 16883434     DOI： 10.1039/b606470a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  4 in total

Review 1.  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

2.  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

3.  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

4.  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
  4 in total

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