Issue 34, 2023

The versatility of DABCO as a reagent in organic synthesis: a review

Abstract

DABCO (1,4-diazabicyclo[2.2.2]octane) has garnered a lot of interest for numerous organic transformations since it is a low-cost, environmentally friendly, reactive, manageable, non-toxic and basic organocatalyst with a high degree of selectivity. Moreover, DABCO functions as a nucleophile as well as a base in a variety of processes for the synthesis of a wide array of molecules, including carbocyclic and heterocyclic compounds. Protection and deprotection of functional groups and the formation of carbon–carbon bonds are also catalyzed by DABCO. The reagent also finds applications in the synthesis of functional groups like isothiocyanate, amide and ester. Application of DABCO in cycloaddition, coupling, aromatic nucleophilic substitution, ring-opening, oxidation and rearrangement reactions is also noteworthy. This is a state of the art review that has encompassed a variety of processes for the synthesis of organic frameworks using DABCO.

Graphical abstract: The versatility of DABCO as a reagent in organic synthesis: a review

Article information

Article type
Review Article
Submitted
10 Jun 2023
Accepted
15 Aug 2023
First published
15 Aug 2023

Org. Biomol. Chem., 2023,21, 6830-6880

The versatility of DABCO as a reagent in organic synthesis: a review

N. Chakraborty and A. K. Mitra, Org. Biomol. Chem., 2023, 21, 6830 DOI: 10.1039/D3OB00921A

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