A novel series of homoallylic amines as potential antimicrobials

Abstract

An efficient catalytic three-component reaction of aldehydes, amines, and allyltributylstannate has been successfully developed to produce homoallylic amines at 25°C, in excellent yields, in the presence of 1 mol% of trifluoroacetic acid an inexpensive and environmentally friendly catalyst. Newly synthesized compounds were confirmed by spectral studies. Compound 3o was characterized by single crystal X-ray analysis. All the compounds were also screened for their antimicrobial activity. Halogen-substituted compounds namely 3d, 3g, 3n, and 3o have showed excellent antibacterial activity.

Cooperative Fe/Co-Catalyzed Remote Desaturation for the Synthesis of Unsaturated Amide Derivatives

“…26,27 Among the rare examples of remote and catalytic desaturation, the hydrogen atom transfer (HAT) process, instigated by radicals generated in situ from either the oxidized or reduced precursors, is particularly notable (Figure 1a). 26,28−34 The seminal biomimetic desaturation of steroids via intramolecular HAT-enabled C(sp 3 )−H activation was first reported by Breslow and co-workers, 35 which convincingly demonstrated the potential of such a strategy for the late-stage remote desaturation of natural or bioactive molecules. Collectively, the precursors of radicals can be strategically chosen to access radicals centered on oxygen (via O−O bond), 28 nitrogen (via N−F or N−O bonds), 29,32 and carbon (via Ar−N 3 R, Ar−I, SiCH 2 I, or C�C) (Figure 1a).…”

“…20 To date, transition metal-catalyzed oxidative desaturation of αcarbonyl alkanes at weak acidic C(sp 3 )−H bonds has witnessed much progress. 21−25 In sharp contrast, the remote desaturation of carbonyl aliphatics involving strong C(sp 3 )−H bonds remains scarcely investigated. 26,27 Among the rare examples of remote and catalytic desaturation, the hydrogen atom transfer (HAT) process, instigated by radicals generated in situ from either the oxidized or reduced precursors, is particularly notable (Figure 1a).…”

“…26,27,30,31,33 Utilizing the HAT strategy, C ̌ekovićand Green showcased direct remote desaturation of alkyl hydroperoxides based on oxygen-centered radicals. 28 Following these pioneering studies, nitrogen-and carbon-centered radical-initiated HAT processes for desaturation have also been employed to overcome the thermodynamic obstacle of C(sp 3 )−H abstraction by forming a stronger N−H or C−H bond.…”

“…The direct conversion of feedstock aliphatic molecules into privileged alkenyl structures could offer a more practical and appealing approach 18,19 despite the inherent challenge associated with the controlling of selectivity in those transformations. 20 To date, transition metal-catalyzed oxidative desaturation of αcarbonyl alkanes at weak acidic C(sp 3 )−H bonds has witnessed much progress. 21−25 In sharp contrast, the remote desaturation of carbonyl aliphatics involving strong C(sp 3 )−H bonds remains scarcely investigated.…”

Novel thiazole–pyrazolone hybrids as potent ACE inhibitors and their cardioprotective effect on isoproterenol‐induced myocardial infarction

“…[ 13 ] Pyrazole is a five‐membered heterocyclic ring responsible for a variety of pharmacological effects such asantibacterial, [ 14–16 ] antifungal, [ 17–19 ] antiviral, [ 20–22 ] and anticancer effects. [ 23,24 ] However, thiazole is another five‐membered ring system that possesses numerous medicinal properties. [ 25 ] In a pioneering study by Jiang et al, [ 26 ] numerous thiazole‐bearing pyrazoles were synthesized as a potent inhibitor of ACE inhibitors.…”