- Synchronous Ar-F and Ar-Sn bond formation through fluorostannylation of arynes
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An aryne insertion into the F-Sn bond of tributyltin fluoride leads to the synchronous formation of Ar-F and Ar-Sn bonds to afford diverse 2-fluoroarylstannanes straightforwardly. The formal total synthesis of flurbiprofen by using a fluorostannylation product is also reported. Copyright
- Yoshida, Hiroto,Yoshida, Ryuma,Takaki, Ken
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- A Sn atom-economical approach toward arylstannanes: Ni-catalysed stannylation of aryl halides using Bu3SnOMe
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Stannylation of carbon-halogen bonds is one of the most promising and straightforward approaches for the preparation of organostannane compounds. Although a wide variety of methods are now available, all protocols require the use of highly nucleophilic organometals or wasteful stannyl sources like distannanes. Here, we report a new nickel-catalysed stannylation of aryl and alkenyl-halides using Bu3SnOMe as a stannyl source to afford aryl and vinyl-stannanes, respectively. This method enables the stannylation of not only bromides, but also chlorides and triflates to furnish functionalized aryl- and alkenyl-stannanes without the release of wasteful and toxic stannyl byproducts.
- Komeyama, Kimihiro,Asakura, Ryota,Takaki, Ken
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supporting information
p. 8713 - 8716
(2015/08/24)
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- TYK2 INHIBITORS AND USES THEREOF
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The present invention provides compounds, compositions thereof, and methods of using the same for the inhibition of TYK2, and the treatment of TYK2-mediated disorders.
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Paragraph 001223; 001224
(2015/09/28)
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- Convenient syntheses of aryl and perfluoroaryl trichlorogermanes and germatranes via an organotin route
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Aryl- and (perfluoroaryl)trichlorogermanes ArGeCl3(Ar = C 6H5, 2-FC6H4, 3,5-(CF 3)2C6H3, C6F5, 2,3,5,6-F4C5N) are easily obtained in 60-80% yields from the corresponding tributyl-stannanes and GeCl4 (1:1) at 150 °C in the absence of a solvent. Although the tin-to-germanium transmetalation of C6F5 group is sluggish, it is facilitated by addition of 1-2 mol % AIBN (2,2′-azobis(isobutyronitrile)).
- Kultyshev, Roman G.,Prakash, G.K. Surya,Olah, George A.,Faller, Jack W.,Parr, Jonathan
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p. 3184 - 3188
(2008/10/09)
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- Thiostannylation of arynes with stannyl sulfides: Synthesis and reaction of 2-(arylthio)arylstannanes
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Arynes were found to insert into a sulfur-tin σ-bond of stannyl sulfides to give a variety of 2-(arylthio)arylstannanes, whose carbon-tin bonds were applicable to further transformations.
- Yoshida, Hiroto,Terayama, Tsuguaki,Ohshita, Joji,Kunai, Atsutaka
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p. 1980 - 1981
(2008/10/09)
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