Synthesis 2024; 56(16): 2445-2461
DOI: 10.1055/s-0042-1751526
review

Recent Advances in the Multicomponent Synthesis of Heterocycles Using 5-Aminotetrazole

a   Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia, Iran
,
b   Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing, P. R. of China
,
c   Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER), Kolkata, Mohanpur, India
,
d   Department of Organic Chemistry I, Faculty of Chemistry, University of the Basque Country (UPV/EHU), Paseo Manuel Lardizábal 3, 20018 San Sebastián, Spain
e   IKERBASQUE, Basque Foundation for Science, Alameda Urquijo 36-5, Plaza Bizkaia, 48011 Bilbao, Spain
,
Ata Makarem
f   Institute of Pharmacy, University of Hamburg, Hamburg, Germany
› Author Affiliations


Abstract

The unique reactivity and beneficial features of the 5-aminotetrazole synthon (1H-tetrazol-5-amine) have made it a versatile and effective building block in the synthesis of heterocyclic compounds. In addition, several drugs containing this scaffold with a wide array of biological properties have been already introduced. Heterocyclic structures are the backbone of many biologically active and industrially important compounds. 5-Aminotetrazole is one of the favored synthons used in the preparation of heterocycle-bearing compounds, especially in multicomponent synthesis. This review highlights a comprehensive overview of the emerging applications of 5-aminotetrazole as a key component in the synthesis of heterocyclic frameworks through multicomponent reactions, reported between 2017 and July 2023.

1 Introduction

2 5-Aminotetrazole

3 Tetrazolopyrimidine Compounds

4 Spiro Compounds

5 Miscellaneous

6 Conclusion



Publication History

Received: 24 August 2023

Accepted after revision: 24 October 2023

Article published online:
08 January 2024

© 2024. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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