Literature DB >> 21391535

Tandem catalysis: from alkynoic acids and aryl iodides to 1,2,3-triazoles in one pot.

Andrej Kolarovič1, Michael Schnürch, Marko D Mihovilovic.   

Abstract

A tandem catalysis protocol based on decarboxylative coupling of alkynoic acids and 1,3-dipolar cycloaddition of azides enables a highly efficient synthesis of a variety of functionalized 1,2,3-triazoles. The three-step, one-pot method avoids usage of gaseous or highly volatile terminal alkynes, reduces handling of potentially unstable and explosive azides to a minimum, and furnishes target structures in excellent yields and a very good purity without the need for additional purification.

Entities:  

Year:  2011        PMID: 21391535     DOI: 10.1021/jo1024927

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


  6 in total

1.  Fast dye salts provide fast access to azidoarene synthons in multi-step one-pot tandem click transformations.

Authors:  James T Fletcher; Jacquelline E Reilly
Journal:  Tetrahedron Lett       Date:  2011-10-19       Impact factor: 2.415

2.  Tandem synthesis of 1-formyl-1,2,3-triazoles.

Authors:  James T Fletcher; Joseph A Christensen; Eric M Villa
Journal:  Tetrahedron Lett       Date:  2017-10-13       Impact factor: 2.415

3.  Triazole Containing Novobiocin and Biphenyl Amides as Hsp90 C-Terminal Inhibitors.

Authors:  Jinbo Zhao; Huiping Zhao; Jessica A Hall; Douglas Brown; Eileen Brandes; Joseph Bazzill; Patrick T Grogan; Chitra Subramanian; George Vielhauer; Mark S Cohen; Brian S J Blagg
Journal:  Medchemcomm       Date:  2014-09-01       Impact factor: 3.597

4.  Sequential decarboxylative azide-alkyne cycloaddition and dehydrogenative coupling reactions: one-pot synthesis of polycyclic fused triazoles.

Authors:  Kuppusamy Bharathimohan; Thanasekaran Ponpandian; A Jafar Ahamed; Nattamai Bhuvanesh
Journal:  Beilstein J Org Chem       Date:  2014-12-17       Impact factor: 2.883

5.  Copper(I)-catalyzed tandem reaction: synthesis of 1,4-disubstituted 1,2,3-triazoles from alkyl diacyl peroxides, azidotrimethylsilane, and alkynes.

Authors:  Muhammad Israr; Changqing Ye; Munira Taj Muhammad; Yajun Li; Hongli Bao
Journal:  Beilstein J Org Chem       Date:  2018-11-23       Impact factor: 2.883

6.  An Efficient and Sustainable Approach to Decarboxylative Cross-Coupling Using Silica Coated Magnetic Copper Nanocatalyst for the Synthesis of Internal Alkynes.

Authors:  Manavi Yadav; Anju Srivastava; Rashmi Gaur; Radhika Gupta; Gunjan Arora; Rakesh Kumar Sharma
Journal:  Front Chem       Date:  2022-01-17       Impact factor: 5.221

  6 in total

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