Literature DB >> 19354325

Brønsted acid-catalyzed propargylation/cycloisomerization tandem reaction: one-pot synthesis of substituted oxazoles from propargylic alcohols and amides.

Ying-ming Pan1, Fei-jian Zheng, Hai-xin Lin, Zhuang-ping Zhan.   

Abstract

An efficient one-pot propargylation/cycloisomerization tandem process has been developed for the synthesis of substituted oxazole derivatives from propargylic alcohols and amides with use of p-toluenesulfonic acid monohydrate (PTSA) as a bifunctional catalyst. This method provides a rapid and efficient access to substituted oxazoles.

Entities:  

Year:  2009        PMID: 19354325     DOI: 10.1021/jo8027533

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


  7 in total

Review 1.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

2.  Oxazoles for click chemistry II: synthesis of extended heterocyclic scaffolds.

Authors:  Pravin C Patil; Frederick A Luzzio; Donald R Demuth
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

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.  HBF4-Catalysed Nucleophilic Substitutions of Propargylic Alcohols.

Authors:  Elena Barreiro; Alvaro Sanz-Vidal; Eric Tan; Shing-Hing Lau; Tom D Sheppard; Silvia Díez-González
Journal:  European J Org Chem       Date:  2015-10-29

5.  Alkynyl Thioethers in Gold-Catalyzed Annulations To Form Oxazoles.

Authors:  Raju Jannapu Reddy; Matthew P Ball-Jones; Paul W Davies
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-19       Impact factor: 15.336

6.  Atom-Economic Synthesis of 4-Pyrones from Diynones and Water.

Authors:  Yan-Li Xu; Qing-Hu Teng; Wei Tong; Heng-Shan Wang; Ying-Ming Pan; Xian-Li Ma
Journal:  Molecules       Date:  2017-01-10       Impact factor: 4.411

7.  Chemo- and Stereoselective Synthesis of Substituted Thiazoles from tert-Alcohols Bearing Alkene and Alkyne Groups with Alkaline Earth Catalysts.

Authors:  Srinivasarao Yaragorla; Dandugula Sneha Latha
Journal:  ACS Omega       Date:  2022-09-15
  7 in total

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