- Air-Driven Potassium Iodide-Mediated Oxidative Photocyclization of Stilbene Derivatives
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A new method has been developed for the potassium iodide-mediated oxidative photocyclization of stilbene derivatives. Compared with conventional iodine-mediated oxidative photocyclization reactions, this new method requires shorter reaction times and affords cyclized products in yields of 45-97%. This reaction proceeds with a catalytic amount of potassium iodide and works in an air-driven manner without the addition of an external scavenger. The radical-mediated oxidative photocyclization of stilbene derivatives using TEMPO was also investigated.
- Matsushima, Tomoya,Kobayashi, Sayaka,Watanabe, Soichiro
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p. 7799 - 7806
(2016/09/09)
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- Pd-catalyzed tandem homocoupling-aldol-dehydration of ortho-acylphenyl iodides
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A Pd-catalyzed cascade Ullmann coupling-aldol-dehydration reaction of ortho-acylphenyl iodides has been explored. This transformation provides a concise access to colchino analogues in moderate to good yields with wide functional group tolerance.
- Fu, Meiqin,Lin, Dongen,Deng, Yuanfu,Zhang, Xiao-Qi,Liu, Yanchu,Lai, Chunsong,Zeng, Wei
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p. 23595 - 23603
(2014/07/07)
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- Is the Hoveyda-Grubbs complex a vinylogous fischer-type carbene? Aromaticity-controlled activity of ruthenium metathesis catalysts
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Three naphthalene-based analogues (4a-c) of the Hoveyda-Grubbs metathesis catalyst exhibited immense differences in reactivity. Systematic structural and spectroscopic studies revealed that the ruthenafurane ring present in all 2-isopropoxyarylidene chelates possesses some aromatic character, which inhibits catalyst activity. This aromatic stabilization within the chelate ring may be controlled by variation of the polycyclic core topology as was demonstrated for tetraline and phenanthrene derivatives (4d,e). General conclusions about a new mode of ligand-structure tuning in catalytic systems are presented.
- Barbasiewicz, Michal,Szadkowska, Anna,Makal, Anna,Jarzembska, Katarzyna,Wozniak, Krzysztof,Grela, Karol
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supporting information; experimental part
p. 9330 - 9337
(2009/10/01)
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- A New and Simple Synthesis of Phenanthrenes
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Cyclohexene-1-acetic acid (1) undergoes reaction with various aromatic substrates (2a-k) in the presence of concentrated sulfuric acid to give 1,2,3,4,4a,10a-hexahydro-9-(10H)-phenanthrenones (3a-k) which on dehydrogenation with Pd-C afford the corresponding phenanthrenes (4a-k) in high yields.
- Ramana, M. M. V.,Potnis, Prashant V.
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p. 979 - 994
(2007/10/03)
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- On the Acetylation of Phenanthrene and 9-Chlorphenanthrene
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Friedel-Crafts acetylation of phenanthrene (1a) in sym-tetrachlorethane yields mixtures of 2-,3- and 9-acetylphenanthrenes (2a,3a,4).The distribution of isomers is found to depend strongly upon the method of mixing the reagents.Acetylation of 9-chlorophenanthrene (1b), perfomed by a variety of methods and solvents, led mainly to 3-acetyl-9-chlorophenanthrene (3b) (>/=85percent).Previously unreported 2-acetyl-9-chlorophenanthrene (2b) was found to form up to a maximum 11percent in nitrobenzene.
- Fernandez, Franco,Gomez, Generosa,Lopez, Carmen,Santos, Ana
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