Literature DB >> 24032422

Tandem reaction of 1-copper(I) alkynes for the synthesis of 1,4,5-trisubstituted 5-chloro-1,2,3-triazoles.

Bo Wang1, Jianlan Zhang, Xinyan Wang, Nan Liu, Wenwen Chen, Yuefei Hu.   

Abstract

A novel tandem reaction of 1-copper(I) alkynes with azides (cycloaddition) and then NCS (electrophilic substitution) was developed as an efficient method for the synthesis of 1,4,5-trisubstituted 5-chloro-1,2,3-triazoles. The method offers a rare example that a tandem reaction of an organometallic substrate does not involve in the reactivity of the metal-carbon bond in the first step.

Entities:  

Year:  2013        PMID: 24032422     DOI: 10.1021/jo401629x

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


  5 in total

1.  Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes.

Authors:  Youzhi Li; Daya Huang; Ju Huang; Yan Liu; Keiji Maruoka
Journal:  J Vis Exp       Date:  2018-09-12       Impact factor: 1.355

2.  Ruthenium-catalyzed cycloadditions of 1-haloalkynes with nitrile oxides and organic azides: synthesis of 4-haloisoxazoles and 5-halotriazoles.

Authors:  James S Oakdale; Rakesh K Sit; Valery V Fokin
Journal:  Chemistry       Date:  2014-07-24       Impact factor: 5.236

3.  One-pot three component synthesis of 5-allyl-1,2,3-triazoles using copper(i) acetylides.

Authors:  Parigi Raghavendar Reddy; Lianji Cui; Jae-Sang Ryu
Journal:  RSC Adv       Date:  2018-01-12       Impact factor: 4.036

4.  Efficient synthesis of 1-iodoalkynes via Al2O3 mediated reaction of terminal alkynes and N-iodosuccinimide.

Authors:  Ming Yao; Jingjing Zhang; Sen Yang; Hangxing Xiong; Li Li; E Liu; Hong Shi
Journal:  RSC Adv       Date:  2020-01-23       Impact factor: 4.036

5.  Electrochemical synthesis of copper(i) acetylides via simultaneous copper ion and catalytic base electrogeneration for use in click chemistry.

Authors:  Peter W Seavill; Katherine B Holt; Jonathan D Wilden
Journal:  RSC Adv       Date:  2019-09-17       Impact factor: 3.361

  5 in total

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