1242772-58-2Relevant academic research and scientific papers
Regioselective catalytic conversion of hydrocarbons to versatile synthetic reagents via C-H bond functionalization
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Page/Page column 4-5, (2011/11/30)
The present invention provides a novel and improved method of functionalizing a C—H bond of an arene compound comprising the step of reacting an organometallic compound having a group 14 element with the arene compound having at least one hydrogen bonded to a carbon in the presence of a catalyst.
Catalytic C-H bond stannylation: A new regioselective pathway to C-Sn bonds via C-H bond functionalization
Doster, Meghan E.,Hatnean, Jillian A.,Jeftic, Tamara,Modi, Sunjay,Johnson, Samuel A.
, p. 11923 - 11925 (2010/10/19)
The ubiquitous Stille coupling reaction utilizes Sn-C bonds and is of great utility to organic chemists. Unlike the B-C bonds used in the Miyaura-Suzuki coupling reaction, which are readily obtained via direct borylation of C-H bonds, routes to organotin compounds via direct C-H bond functionalization are lacking. Here we report that the nickel-catalyzed reaction of fluorinated arenes and pyridines with vinyl stannanes does not provide the expected vinyl compounds via C-F activation but rather provides new Sn-C bonds via C-H functionalization with the loss of ethylene. This mechanism provides a new unanticipated methodology for the direct conversion of C-H bonds to carbon-heteroatom bonds.
