17024-57-6Relevant articles and documents
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Fuson,Best
, p. 155 (1945)
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Initial investigation into the Suzuki-Miyaura vinylation of hindered aryl bromides utilizing potassium vinyltrifluoroborate
Carter, Rhiannon R.,Wyatt, Justin K.
, p. 6091 - 6094 (2006)
An initial study of the Suzuki-Miyaura cross-coupling of potassium vinyltrifluoroborate (2) and hindered aryl bromides is presented. Coupling of benzyl 3,5-bis(benzyloxy)-4-bromobenzoate (1) leads to a mixture of the desired styrene derivative, and the reduced product.
McMurry coupling of aryl aldehydes and imino pinacol coupling mediated by Ti(O-i-Pr)4/Me3SiCl/Mg reagent
Okamoto, Sentaro,He, Jing-Qian,Ohno, Chihaya,Oh-iwa, Yuhji,Kawaguchi, Yuhki
experimental part, p. 387 - 390 (2010/03/03)
Ti(O-i-Pr)4/Me3SiCl/Mg reagent mediated McMurry coupling of aryl aldehydes to biaryl olefins at near room temperature. This low valent titanium (LVT) reagent also mediated the coupling of aldimines to 1,2-diamines (imino pinacol coupling).
Suzuki-Miyaura cross-coupling reactions of potassium vinyltrifluoroborate with aryl and heteroaryl electrophiles
Molander, Gary A.,Brown, Adam R.
, p. 9681 - 9686 (2007/10/03)
We have previously reported that the palladium-catalyzed cross-coupling reaction of potassium vinyltrifluoroborate with aryl electrophiles proceeds with good yields. Herein, we describe recent progress in optimizing the reaction, as well as outlining the scope and limitations of the reaction. The cross-coupling reaction can generally be effected using 2 mol % of PdCl2 and 6 mol % of PPh3 as a catalyst system in THF/H2O with Cs 2CO3 as a base. Moderate to good yields are obtained in the presence of a variety of functional groups.