- Synthesis of Indolines and Derivatives by Aza-Heck Cyclization
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For the first time, an aza-Heck cyclization that allows the preparation of indoline scaffolds is described. Using N-hydroxy anilines as electrophiles, which can be easily accessed from the corresponding nitroarenes, this method provides indolines bearing pendant functionality and complex ring topologies. Synthesis of challenging indolines, such as those bearing fully substituted carbon atoms at C2, is also possible using this method.
- Xu, Feiyang,Korch, Katerina M.,Watson, Donald A.
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supporting information
p. 13448 - 13451
(2019/08/21)
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- Palladium-catalyzed chelation-assisted aromatic C-H nitration: Regiospecific synthesis of nitroarenes free from the effect of the orientation rules
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A palladium-catalyzed chelation-assisted ortho-nitration of aryl C-H bond is described. A range of azaarenes such as 2-arylquinoxalines, pyridines, quinoline, and pyrazoles were nitrated with excellent chemo- and regioselectivity. Using the O-methyl oximyl group as a removable directing group, the regiospecific synthesis of a variety of o-nitro aryl ketones was achieved starting from aryl ketones via a three-step process involving the Pd-catalyzed ipso-nitration of C-H bond as a key step. Mechanistic investigations support a silver-mediated radical mechanism involving Pd((II/III) and/or Pd(II/IV) catalytic cycles under oxidizing conditions.
- Zhang, Wei,Lou, Shaojie,Liu, Yunkui,Xu, Zhenyuan
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p. 5932 - 5948
(2013/07/26)
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- Pentamethylcyclopentadienyl ruthenium: an efficient catalyst for the redox isomerization of functionalized allylic alcohols into carbonyl compounds
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The catalytic activity of the ruthenium(II) complex [RuCp*(CH3CN)3][PF6] 1 in the transposition of allylic alcohols into carbonyl compounds, in acetonitrile, is reported. This catalyst has proven to be able to catalyze the transformation of poorly reactive and/or functionalized substrates under smooth conditions.
- Bouziane, Asmae,Carboni, Bertrand,Bruneau, Christian,Carreaux, Fran?ois,Renaud, Jean-Luc
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experimental part
p. 11745 - 11750
(2009/04/11)
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- Ozone-mediated Nitration of Aromatic Ketones and Related Compounds with Nitrogen Dioxide
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Alkyl aryl ketones react smoothly with nitrogen dioxide at low temperatures in the presence of ozone to give ortho- and meta-nitro derivatives as the principal products, the former usually being predominant (ortho:meta = 1.1-3.8:1.0).No attack was observed on the alkyl side chains.
- Suzuki, Hitomi,Murashima, Takashi
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p. 903 - 908
(2007/10/02)
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- CONVERSION OF 2,1-BENZISOXAZOLINIUM IONS TO ANTHRANILS BY TREATMENT WITH HYDROHALIC ACIDS
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2,1-Benzisoxazolinium ions, obtained from o-nitrophenylcyclopropanes, react with hydrobromic and hydrochloric acids to give halo-substituted benzoisoxazoles.
- Kutateladze, T. G.,Atovmyan, I. L.,Mochalov, S. S.,Shabarov, Yu. S.
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p. 1305 - 1309
(2007/10/02)
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