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Synthesis and applications of 1,2,3-triazoles.
Autorzy
Rok wydania
2018
Wydawca
Bentham Science Publishers
Miejsce wydania
Sharjah
Strony
156-232
DOI
10.2174/9781681087474118110006
Tytuł książki
Advances in organic synthesis. Vol. 11.
ISBN
978-1-68108-747-4
Kolekcja
Język
Angielski
Typ publikacji
Rozdział książki
The chapter is devoted to the recent developments in the synthesis of 1,2,3- triazoles and their selected applications. Since the introduction of a classic Huisgen reaction which involved thermal 1,3-dipolar cycloaddition of alkynes to azides, its catalytic modifications have been elaborated, allowing the regioselective preparation of 1,4- and 1,5-disubstituted derivatives in copper(I)- or ruthenium(II)-catalyzed cyclizations (click reactions). Most of the other synthetic pathways generally also utilize organic azides or sodium azide, although methods based on other starting materials (e.g. hydrazine derivatives) are also of importance. A special attention is paid to the preparation of chiral triazole derivatives. Various applications of triazoles are also discussed, with a focus on their use as isosteres of biological functionalities, sensors for ions and neutral molecules, in catalysis and in construction of supramolecular assemblies.
Słowa kluczowe
alkyne, azide, bioisostere, chemosensor, click reaction, CuAAC reaction, cyclization, heterocyclic compound, multicomponent reaction, nitrogen heterocycle, N-tosylhydrazone, RuAAC reaction, supramolecular chemistry, 1,3-dipolar cycloaddition, 1,2,3-triazole
Adres publiczny
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