Imidazo[4,5-b]pyridine is a heterocyclic compound consisting of a pyridine ring fused with an imidazole ring at the 4,5 positions. It's a molecule of interest in medicinal chemistry due to its structural similarity to purines and its diverse biological activities.
Concept: 2- and 6-trifluoromethyl-containing purines and 1-deazapurines as inhibitors of adenosine deaminase (ADA).
Oxazole is a vital heterocycle moiety, devouring effective healing action with three loci for substitution.
We performed a series of systematic structure–activity relationship (SAR) studies on 2 , exploring the 4- and 5-positions of the central oxazole, the C2 acyl side chain, and the central heterocyclic ring, and found that each independently affects the potency or selectivity of the inhibitor, Figure 2 .
Synthesis of oxazole-based inhibitors bearing a C5 aryl substituent and containing additional conformational constraints in the C2 acyl side chain.
The synthesis of candidate inhibitors that bear a nonaro-matic oxazole C5-substituent.
Stille coupling with 2-bromopyridine produced the C5-substituted oxazoles, which were converted to the corresponding ketones by TBS ether deprotection (Bu4NF) and oxidation of the liberated alcohols using Dess-Martin Periodinane.
Silver triflate is a highly effective catalyst in organic reactions, promoting reactions like Friedel-Crafts reactions, nucleophile-alkene cyclizations, and esterifications. Silver triflate can be prepared from the reaction of trifluoromethanesulfonic acid with silver oxide or silver carbonate.
Scope Investigation for the Silver Triflate-Catalyzed Tandem Reaction of 2-Alkynylbenzaldoxime 1 with Alkylide-necyclopropane 2
Possible Mechanism for the Silver Triflate-Catalyzed Tandem Reaction of 2-Alkynylbenzaldoxime 1 with Alkylide-necyclopropane 2
2-Cyclopropen-1-one is a highly strained, three-membered cyclic ketone. As the smallest member of the cyclopropenone family, it consists of a cyclopropene ring bearing a carbonyl group, making it both aromatic and electrophilic.
Photochemical decarbonylation of a cyclopropenone caged BCN probe (photo-DMBO) activates reactivity toward tetrazine-containing proteins, conferring spatial and temporal control over protein labeling.
3-Pyridinyl is a substituted pyridine ring in which a functional group is attached at the third carbon of the six-membered aromatic nitrogen-containing ring. The parent structure, pyridine, is similar to benzene but contains one nitrogen atom replacing a CH group, imparting basicity and unique reactivity. In the 3-pyridinyl configuration (also called meta-pyridyl), the substituent is bonded to the carbon atom adjacent to the nitrogen (but not directly next to it), influencing the molecule's electronic and steric properties. This moiety is commonly found in pharmaceuticals, agrochemicals, and ligands due to its ability to participate in hydrogen bonding, coordination chemistry, and π–π interactions.