- Selectivity in Garratt-Braverman cyclization: An experimental and computational study
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Bispropargyl sulfones equipped with aromatic rings of dissimilar nature were synthesized. Under basic conditions, these sulfones isomerized to the bisallenic sulfones, creating a competitive scenario between two alternate Garratt-Braverman (GB) cyclizatio
- Maji, Manasi,Mallick, Dibyendu,Mondal, Sayantan,Anoop, Anakuthil,Bag, Subhendu Sekhar,Basak, Amit,Jemmis, Eluvathingal D.
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p. 888 - 891
(2011/04/27)
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- Synthesis of a new mutagenic benzoazepinoquinolinone derivative
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A novel mutagenic compound 1, isolated as a Maillard product from tryptophan and glucose, was synthesized using Larock's quinoline formation, where addition of iodonium cation to an acetylene moiety of N-propargylaniline triggers subsequent intramolecular
- Ozeki, Minoru,Muroyama, Atsushi,Kajimoto, Tetsuya,Watanabe, Tetsushi,Wakabayashi, Keiji,Node, Manabu
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scheme or table
p. 1781 - 1784
(2009/12/09)
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- Use of functionalized onium salts as a soluble support for organic synthesis
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The invention relates to the use of a onium salt functionalized by at least one organic function, as a soluble support, in the presence of at least one organic solvent, for organic synthesis of a molecule, in a homogenous phase, by at least one transformation of said organic function. The onium salt enables the synthesized molecule to be released. The onium salt is present in liquid or solid form at room temperature and corresponds to formula A1+, X1?, wherein A1+ represents a cation and X1? represents an anion.
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Page/Page column 58
(2010/11/25)
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- Et2Zn-catalyzed intramolecular hydroamination of alkynyl sulfonamides and the related tandem cyclization/addition reaction
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(Chemical Equation Presented) Intramolecular hydroamination of alkynyl amides was effected by a catalytic amount of Et2Zn (20 mol %) to form indole derivatives, and a tandem cyclization/nucleophilic addition procedure involving reaction of the indole zinc salt intermediate with acid chlorides or halides was developed to provide an efficient approach to C3-substituted indole derivatives when an excess of Et2Zn (120 mol %) was used.
- Yin, Yan,Ma, Wenying,Chai, Zhuo,Zhao, Gang
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p. 5731 - 5736
(2008/02/09)
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- Development of an Efficient Procedure for Indole Ring Synthesis from 2-Ethynylaniline Derivatives Catalyzed by Cu(II) Salts and Its Application to Natural Product Synthesis
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The development of efficient methods for the indole synthesis catalyzed by Cu(II) salts and its applications were investigated. Cu(OAc)2 has been proved to be the best catalyst for the synthesis of various 1-p-tolylsulfonyl or 1-methylsulfonylindoles, which have both electron-withdrawing and electron-donating groups on the aromatic ring and C2 position of indoles. For the primary aniline derivatives, Cu(OCOCF 3)2 showed good activities, while Cu(OAc)2 was a good catalyst for the cyclization of secondary anilines. This methodology could be applied to the sequential cyclization reaction for the compounds which have the electrophilic part in the same molecule. By prior treatment with KH, the sequential cyclization was realized to provide the tricyclic ring systems, but it was limited to five- and six-membered rings for the second cyclization. Finally, formal and total synthesis of hippadine with the Cu(II)-promoted indole synthesis as the key step was accomplished.
- Hiroya, Kou,Itoh, Shin,Sakamoto, Takao
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p. 1126 - 1136
(2007/10/03)
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- Synthesis of the Staurosporine Aglycon
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A short synthesis of the staurosporine aglycon (6) is reported, the indolocarbazole skeleton being constructed by an intramolecular Diels-Alder reaction followed by a nitrene-mediated ring closure.The synthesis starts by acylation of ethyl indole-2-acetat
- Moody, Christopher J.,Rahimtoola, Kulsum F.,Porter, Barry,Ross, Barry C.
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p. 2105 - 2114
(2007/10/02)
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