274-83-9Relevant articles and documents
Metal free [4+1] and [5+1] annulation reactions to prepare heterocycles using DMF and its derivatives as one-carbon source
Liu, Lingfeng,Qiao, Chunhua,Shen, Bei,Xu, Yiwen
supporting information, (2020/04/01)
1,2,4-Triazolo[3,4-a]pyridines and related heterocycles and substituted triazines were commonly discovered scaffolds in a variety of pharmaceutical and agrochemical agents. Herein, we report a highly efficient and practical method using DMF and its derivative for the [4+1] and [5+1] annulation reactions to prepare these heterocycles. This metal free reaction takes advantages of shelf stable DMF as solvent and carbon donor, imidazole chloride as a catalyst, the mild reaction condition tolerates a broad substrate range and substitutes. The prepared 3-unsubstituted 1,2,4-triazolo[3,4-a]pyridine and derivatives allow further introduction of a variety of functional group1 at 3-position.
Synthesis of [1,2,4]triazolo[4,3-b]pyridazine-3-carboxylic acids
Kosary, Judit
, p. 451 - 454 (2007/10/03)
The first synthesis of 6-substituted-[1,2,4]triazolo[4,3-b]pyridazine-3-carboxylic acids 2a-c was carried out by an enzymatic hydrolysis of alkyl 6-substituted-[1,2,4]triazolo[4,3-b]pyridazine-3-carboxylates 1 by α-chymotrypsin (EC 3.4.21.1) immobilized on a polyacrylamide-type bead support (ACRYLEX C-100). Earlier the synthesis of these compounds failed owing to ready decarboxylation of the products. During enzymatic hydrolysis decarboxylation was only a side reaction.