Literature DB >> 25273563

A review of syntheses of 1,5-disubstituted tetrazole derivatives.

Afshin Sarvary1, Ali Maleki.   

Abstract

This report provides a brief overview of the various representative literature procedures for the synthesis of 1,5-disubstituted tetrazoles (1,5-DSTs) and fused 1,5-disubstituted tetrazoles with more than 120 references. Most of the published methods for the synthesis of 1,5-DSTs include the use of nitriles, amides, thioamides, imidoyl chlorides, heterocumulenes, isocyanates, isothiocyanates, carbodiimides, ketenimines, ketones, amines, and alkenes as the starting materials. The transformation of 1- and 5-substituted tetrazoles into 1,5-DSTs is also covered in this report.

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Year:  2014        PMID: 25273563     DOI: 10.1007/s11030-014-9553-3

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  50 in total

1.  An extremely active catalyst for the Negishi cross-coupling reaction.

Authors:  Jacqueline E Milne; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2004-10-13       Impact factor: 15.419

2.  Energetic nitrogen-rich derivatives of 1,5-diaminotetrazole.

Authors:  Young-Hyuk Joo; Brendan Twamley; Sonali Garg; Jean'ne M Shreeve
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

3.  Synthesis and evaluation of 1,5-diaryl-substituted tetrazoles as novel selective cyclooxygenase-2 (COX-2) inhibitors.

Authors:  Baker Jawabrah Al-Hourani; Sai Kiran Sharma; Jonathan Y Mane; Jack Tuszynski; Vickie Baracos; Torsten Kniess; Mavanur Suresh; Jens Pietzsch; Frank Wuest
Journal:  Bioorg Med Chem Lett       Date:  2011-01-21       Impact factor: 2.823

4.  Metal triflate catalyzed reactions of alkenes, NBS, nitriles, and TMSN3: synthesis of 1,5-disubstituted tetrazoles.

Authors:  Saumen Hajra; Debarshi Sinha; Manishabrata Bhowmick
Journal:  J Org Chem       Date:  2007-02-01       Impact factor: 4.354

5.  Aromatic allylation via diazotization: variation of the allylic moiety and a short route to a benzazepine derivative.

Authors:  Fredrik Ek; Lars-Göran Wistrand; Torbjörn Frejd
Journal:  J Org Chem       Date:  2003-03-07       Impact factor: 4.354

6.  1-substituted 5-aminotetrazoles: syntheses from CNN3 with primary amines.

Authors:  Young-Hyuk Joo; Jean'ne M Shreeve
Journal:  Org Lett       Date:  2008-09-25       Impact factor: 6.005

7.  Click azide-nitrile cycloaddition as a new ligation tool for the synthesis of tetrazole-tethered C-glycosyl alpha-amino acids.

Authors:  Mohammad Aldhoun; Alessandro Massi; Alessandro Dondoni
Journal:  J Org Chem       Date:  2008-12-19       Impact factor: 4.354

8.  Synthesis of fused tetrazole derivatives via a tandem cycloaddition and N-allylation reaction and parallel synthesis of fused tetrazole amines.

Authors:  Fredrik Ek; Sophie Manner; Lars-Göran Wistrand; Torbjörn Frejd
Journal:  J Org Chem       Date:  2004-02-20       Impact factor: 4.354

9.  Proximity-assisted cycloaddition reactions--facile Lewis acid-mediated synthesis of diversely functionalized bicyclic tetrazoles.

Authors:  Stephen Hanessian; Daniel Simard; Benoît Deschênes-Simard; Caroline Chenel; Edgar Haak
Journal:  Org Lett       Date:  2008-03-04       Impact factor: 6.005

10.  A click chemistry approach to tetrazoles by Huisgen 1,3-dipolar cycloaddition: synthesis of 5-sulfonyl tetrazoles from azides and sulfonyl cyanides.

Authors:  Zachary P Demko; K Barry Sharpless
Journal:  Angew Chem Int Ed Engl       Date:  2002-06-17       Impact factor: 15.336

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  8 in total

1.  Diastereoselective One Pot Five-Component Reaction toward 4-(Tetrazole)-1,3-Oxazinanes.

Authors:  Ajay L Chandgude; Daniele Narducci; Katarzyna Kurpiewska; Justyna Kalinowska-Tłuścik; Alexander Dömling
Journal:  RSC Adv       Date:  2017-10-26       Impact factor: 3.361

2.  An Efficient Passerini Tetrazole Reaction (PT-3CR).

Authors:  Ajay L Chandgude; Alexander Dömling
Journal:  Green Chem       Date:  2016-05-19       Impact factor: 10.182

Review 3.  Functionalized Triazines and Tetrazines: Synthesis and Applications.

Authors:  Joydip Mondal; Akella Sivaramakrishna
Journal:  Top Curr Chem (Cham)       Date:  2022-06-23

Review 4.  Tetrazoles via Multicomponent Reactions.

Authors:  Constantinos G Neochoritis; Ting Zhao; Alexander Dömling
Journal:  Chem Rev       Date:  2019-02-01       Impact factor: 60.622

5.  In Vitro Studies of Chromone-Tetrazoles against Pathogenic Protozoa, Bacteria, and Fungi.

Authors:  Pedro A Cano; Alejandro Islas-Jácome; Ángeles Rangel-Serrano; Fernando Anaya-Velázquez; Felipe Padilla-Vaca; Elías Trujillo-Esquivel; Patricia Ponce-Noyola; Antonio Martínez-Richa; Rocío Gámez-Montaño
Journal:  Molecules       Date:  2015-07-08       Impact factor: 4.411

6.  New ecofriendly heterogeneous nano-catalyst for the synthesis of 1-substituted and 5-substituted 1H-tetrazole derivatives.

Authors:  Mahboobeh-Sadat Mashhoori; Reza Sandaroos
Journal:  Sci Rep       Date:  2022-09-13       Impact factor: 4.996

Review 7.  Library-to-Library Synthesis of Highly Substituted α-Aminomethyl Tetrazoles via Ugi Reaction.

Authors:  Pravin Patil; Bhupendra Mishra; Gitanjali Sheombarsing; Katarzyna Kurpiewska; Justyna Kalinowska-Tłuścik; Alexander Dömling
Journal:  ACS Comb Sci       Date:  2018-01-04       Impact factor: 3.784

Review 8.  Saturated Five-Membered Thiazolidines and Their Derivatives: From Synthesis to Biological Applications.

Authors:  Nusrat Sahiba; Ayushi Sethiya; Jay Soni; Dinesh K Agarwal; Shikha Agarwal
Journal:  Top Curr Chem (Cham)       Date:  2020-03-23
  8 in total

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