117175-12-9Relevant academic research and scientific papers
Suzuki-miyaura cross-couplings mediated by trans-PdBr(N-Succ)(PPh 3)2: A convenient synthetic method for diarylmethanes and aryl(heteroaryl)- methanes
Fairlamb, Ian J. S.,Sehnal, Petr,Taylor, Richard J. K.
, p. 508 - 510 (2009)
Diarylmethanes can be accessed efficiently by Suzuki-Miyaura cross-couplings of arylboronic acids with benzyl halides mediated by trans-PdBr(N-Succ) (PPh3)2. The methodology can be applied to the synthesis of aryl(heteroaryl)methanes. Georg Thieme Verlag Stuttgart New York.
Alternative approach toward the generation of benzylic zinc reagent: Direct oxidative addition of active zinc into the carbon-oxygen bond of benzyl mesylates
Jung, Hye-Soo,Kim, Seung-Hoi
, p. 666 - 670 (2015/03/14)
The use of highly active zinc, prepared by the Rieke method, for the direct preparation of benzylic zinc mesylate was investigated. The oxidative addition of highly active zinc to benzyl mesylate was easily completed under mild conditions. The resulting benzylic zinc mesylates were employed in subsequent cross-coupling reactions with a broad range of electrophiles, and the formation of the corresponding products was successful.
Palladium-catalyzed benzylation of heterocyclic aromatic compounds
Lapointe, David,Fagnou, Keith
supporting information; experimental part, p. 4160 - 4163 (2009/12/07)
Broadly applicable palladium-catalyzed heteroarene benzylation reactions are described with a focus on the most challenging heterocyclic classes under traditional benzylation techniques such as sulfur-containing heterocycles and those bearing functional groups that would be incompatible with reactions requiring Lewis acids and/or strong bases.
Simple palladium(II) precatalyst for suzuki-miyaura couplings: Efficient reactions of benzylic, aryl, heteroaryl, and vinyl coupling partners
Burns, Michael J.,Fairlamb, Ian J. S.,Kapdi, Anant R.,Sehnal, Petr,Taylor, Richard J. K.
, p. 5397 - 5400 (2008/09/17)
trans-PdBr(N-Succ)(PPh3)2 (1) is a universally effective precatalyst for Suzuki-Miyaura cross-couplings of benzylic halides with aryl- or heteroarylboronic acids. Substituted aryl halides and halogenated cyclic enones can be cross-coupled with aryl- or vinylboronic acids in excellent yields. Catalyst recycling is also demonstrated.
Synthesis of some Thiophenium Bis(t-butoxycarbonyl)methylides
Bowles, Timothy,Jones, Ray,Porter, Alexander E. A.,Rechka, Josef A.,Rzepa, Henry S.,Williams, David J.
, p. 1023 - 1028 (2007/10/02)
Thiophene derivatives react with di-t-butyl diazomalonate in the presence of rhodium(II) carboxylates to yield thiophenium bis(t-butoxycarbonyl)methylides.Rhodium(II) hexanoate is a more efficient catalyst than rhodium(II) acetate, shortening reaction times and increasing yields of the ylides.Series of 2-halogeno-, 2-alkyl-, 2-benzyl-5-halogeno-, and 2-benzyl-5-alkyl-thiophenium ylides are described.Whilst 2-methyl-, 2-ethyl-, and 2-isopropyl-thiophenes readily form the ylides in good yield, 2-t-butylthiophene appears to undergo further reaction to yield 1,3-bis-t-butoxycarbonyl-2-(3-t-butyl-6,6-bis-t-butoxycarbonyl-2-thioniabicyclohex-3-en-2-yl)methanide (2) whose structure has been confirmed by X-ray crystallography.
BASE CLEAVAGE OF SUBSTITUTED - AND -TRIMETHYLSILANE. STABILIZATION OF CARBANIONIC CENTRES BY 2-THIENYL AND 2-FURYL GROUPS
Eaborn, Colin,Pirazzini, Graziella,Seconi, Giancarlo,Ricci, Alfredo
, p. 339 - 346 (2007/10/02)
Rates of cleavage by NaOMe-MeOH at 25 deg C have been determined for (2-thienyl)2CHSiMe3 and for the compounds Ph(2-thienyl)CHSiMe3 and Ph(2-furyl)CHSiMe3 and some of their derivatives with a substituent in the m- or p-position of the phenyl group or the
