- Cobalt-Nitrenoid Insertion-Mediated Amidative Carbon Rearrangement via Alkyl-Walking on Arenes
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We herein disclose the Cp*Co(III)(LX)-catalyzed amidative alkyl migration using 2,6-disubstituted phenyl azidoformates. Upon the cobalt-nitrenoid insertion toward the substituted ortho carbon, an arenium cationic species bearing a quaternary carbon is generated, and a subsequent alkyl migration process is suggested to occur through an unforeseen alkyl-walking mechanism. A quinolinol ligand of the cobalt catalyst system is proposed to facilitate the final product-releasing rearomatization process by serving as an internal base. This new mechanistic mode enabled both [1,2]- and [1,4]-alkyl rearrangements to allow the structural variation of N-heterocyclic compounds.
- Lee, Jeonghyo,Kang, Bora,Kim, Dongwook,Lee, Jia,Chang, Sukbok
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supporting information
p. 18406 - 18412
(2021/11/16)
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- Acidic rearrangement of (benzyloxy)chalcones: A short synthesis of chamanetin
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Treatment of (benzyloxy)chalcones with trifluoroacetic acid in refluxing chloroform gave several new benzyl(hydroxy)flavanones in high yields and good regioselectivities. By using this procedure, we prepared the natural compound chamanetin in good yield from readily available reagents. Georg Thieme Verlag Stuttgart - New York.
- Sagrera, Gabriel,Seoane, Gustavo
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scheme or table
p. 4190 - 4202
(2011/03/20)
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- Solid-supported acids for debenzylation of aryl benzyl ethers
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Solid-supported acids have been investigated for aromatic debenzylation reactions. Stoichiometric amounts of solid-supported acids in refluxing toluene with or without 4 equiv of methanol effectively provided the desired aromatic debenzylation products of various systems in moderate to excellent yields (up to 98%).
- Petchmanee, Thaninee,Ploypradith, Poonsakdi,Ruchirawat, Somsak
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p. 2892 - 2895
(2007/10/03)
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- SUBSTITUTED INDOLE, BENZOFURAN AND BENZOTHIOPHENE DERIVATIVES AS 5-LIPOXYGENASE INHIBITORS
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Provided are substituted indoles, benzofurans, and benzothiophenes of the formula wherein X, R2 and R3 are described in the specification. These compounds are 5-lipoxygenase inhibitors and are useful as antiinflammatory agents.
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