- Visible-Light-Triggered C-C and C-N Bond Formation by C-S Bond Cleavage of Benzylic Thioethers
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The cleavage of sulfidic C-S bonds under visible-light irradiation was harnessed to generate carbocations under neutral conditions and synthesize valuable di- and triarylalkanes as well as benzyl amines. To this end, photoredox catalysis and direct photoinduced C-S bond cleavage are used as complementary approaches and participate in the versatility of the general strategy. Extensive mechanistic studies have demonstrated the diversity of the reaction mechanism at work in these different reactions.
- Lanzi, Matteo,Merad, Jérémy,Boyarskaya, Dina V.,Maestri, Giovanni,Allain, Clémence,Masson, Géraldine
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supporting information
p. 5247 - 5250
(2018/09/13)
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- Direct C?H Phosphonylation of Electron-Rich Arenes and Heteroarenes by Visible-Light Photoredox Catalysis
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The direct transformation of ubiquitous, but chemically inert C?H bonds into diverse functional groups is an important strategy in organic synthesis that improves the atom economy and faclitates the preparation and modification of complex molecules. In contrast to the wide applications of aryl phosphonates, their synthesis via direct C?H bond phosphonylation is a less explored area. We report here a general, mild, and broadly applicable visible-light photoredox C?H bond phosphonylation method for electron-rich arenes and heteroarenes. The photoredox catalytic protocol utilizes electron-rich arenes and biologically important heteroarenes as substrates, [Ru(bpz)3][PF6]2 as photocatalyst, ammonium persulfate as oxidant, and trialkyl phosphites as the phosphorus source to provide a wide range of aryl phosphonates at ambient temperature under very mild reaction conditions.
- Shaikh, Rizwan S.,Ghosh, Indrajit,K?nig, Burkhard
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supporting information
p. 12120 - 12124
(2017/09/13)
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- A straightforward entry to γ-trifluoromethylated allenamides and their synthetic applications
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γ-Trifluoromethylated allenamides were obtained in good to excellent yields through a base-induced isomerization from the corresponding protected trifluoromethylated propargylic amines. This method, which simply required the treatment of the starting prop
- Guissart, Céline,Dolbois, Aymeric,Tresse, Cédric,Saint-Auret, Sarah,Evano, Gwilherm,Blanchard, Nicolas
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supporting information
p. 2575 - 2580
(2016/11/11)
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- Divergent Synthesis of Polymethoxylated 4-Aryl-2-quinolones
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Polymethoxylated 4-aryl-2-quinolones were synthesized from the corresponding (o-aminophenyl)propiolates via Cu-catalyzed hydroarylation and subsequent deprotection/lactam formation. Selective iodination of the C3 position of the product followed by coupli
- Murayama, Tsukasa,Shibuya, Masatoshi,Yamamoto, Yoshihiko
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p. 11940 - 11949
(2016/12/09)
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- Synthesis of an alkylidene 2-oxazolidinone via gold-catalyzed cyclization of a N-boc-allenylaniline
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N-Boc-allenylaniline undergoes cyclization in the presence of a catalytic amount of a cationic gold complex to exclusively form 2-oxazolidinones, whereas the N-Moc-allenylaniline affords dihydroquinolines. Supplemental materials are available for this art
- De Sousa Fonseca, Flavia C.,Araujo, Flavia M.,Nagem, Tanus J.,De Oliveira, Tania T.,Roque D. Correia, Carlos,Taylor, Jason G.
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p. 768 - 773
(2013/01/15)
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- PYRIMIDINYL ARYL UREA DERIVATIVES BEING FGF INHIBITORS
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The invention relates to heteroaryl aryl ureas of the formula (IA), wherein the radicals and symbols have the meanings as defined herein, the use of such compounds in the treatment of protein kinase dependent diseases; to pharmaceutical preparations comprising said heteroaryl aryl ureas, to processes for the manufacture of such novel compounds and to methods of treatment comprising the use of such heteroaryl aryl ureas.
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Page/Page column 75; 78
(2008/06/13)
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- An improved synthesis of N-Boc protected aryl amines
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There are several known methods of protecting amines as their Boc derivatives. For less nucleophilic amines such as aryl amines these methods often give poor yields and are generally not satisfactory. Here, Boc aryl amines are obtained by first introducing two Boc groups followed by selective removal of one of them. This procedure works well for a number highly sterically hindered substrates as well as electron deficient and electron rich aryl amines.
- Darnbrough,Mervic,Condon,Burns
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p. 3273 - 3280
(2007/10/03)
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- Synthesis and protein tyrosine phosphatase inhibitory activity of dephostatin analogs
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We have synthesized derivatives of dephostatin, a protein tyrosine phosphatase (PTPase) inhibitor, to study the structure-activity relationships of this inhibitor. Inactive analogs revealed some insight into structural requirements for PTPase inhibitory activity of dephostatin. Both a nitroso group and phenolic hydroxyl groups were found to be essential for the inhibitory activity. Among the dephostatin derivatives synthesized, one of the regioisomers of dephostatin showed PTPase inhibitory activity equivalent to that of dephostatin, and also had increased stability.
- Watanabe,Takeuchi,Otsuka,Tanaka,Umezawa
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p. 1460 - 1466
(2007/10/03)
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