A simple and efficient BF 3 ·OEt 2 mediated methodology for the construction of diverse 2phenylpyridines bearing benzophenone moieties from readily available 3-formylchromones and phenylacetylenes in wet acetonitrile was developed. The nitrogen source for the pyridine construction was derived from acetonitrile. This one-pot protocol proceeds via [3 + 2 + 1] annulation through cascade nucleophilic addition, hydrolysis, Michael-type addition, ring opening, and elimination reactions. The synthesized compounds may have applications as UV filters and exhibit potent antibacterial activities.
This paper reports the novel and efficient one-pot synthesis of highly functionalized polyarylphenols from readily available 1,3-diarylpropan-2-ones and chalcones or cinnamaldehyde derivatives via benzannulation under transition-metal-free and aerobic conditions. This benzannulation proceeds through cascade Michael addition/intramolecular aldol/tautomerization/oxidation. This protocol produces various tetra- and tri-aryl substituted phenols in moderate to good yield. The synthesized compounds exhibited potent antioxidant activities compared to the standard BHT.
Organo halides and their derivatives have received much attention in both the design and development of new synthetic reagents, drugs, and functional materials. In this review, we provide a comprehensive summary of recent advances and strategies in the halo‐functionalization of diazo compounds, including halogenation, dihalogenation, dihaloolefination, trifluoromethylation, trifluoromethylthiolation, and trifluoromethoxylation, using diverse halogenating agents. Special emphasis is placed on the challenges and achievements of these halogenation strategies. For selected examples, mechanisms leading to unusual reactivities and selectivities are discussed in detail to show the impressive and unique properties of these halogenation reactions. Furthermore, we hope to encourage the scientific community to explore the benefits of using diazo compounds as a straightforward and step‐economic alternative approach to the construction of carbon‐halogen bonds.
An efficient and novel annulation protocol for the construction of diverse and polyfunctionalized γ-pyrones via an InBr3-catalyzed reaction is described.
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