5751-31-5Relevant academic research and scientific papers
Ruthenium-catalyzed propargylic reduction of propargylic alcohols with silanes
Nishibayashi, Yoshiaki,Shinoda, Akira,Miyake, Yoshihiro,Matsuzawa, Hiroshi,Sato, Mitsunobu
, p. 4835 - 4839 (2006)
Ru2 can do it! Substitution of the OH moiety in propargylic alcohols by hydride proceeds smoothly with triethylsilane by catalysis with the thiolate-bridged diruthenium complex 1 (see scheme; Cp* = η5-C5Me5). Th
A copper-free Sonogashira reaction using nickel ferrite as catalyst in water
Moghaddam, Firouz Matloubi,Tavakoli, Ghazal,Rezvani, Hamid Reza
, p. 82 - 87 (2015/02/19)
The Sonogashira reaction using nickel ferrite nanoparticles as catalyst and under copper-free conditions was investigated in water as a green solvent. Various types of aryl and alkyl halides were successfully coupled with phenyl acetylene under the optimized reaction conditions with very good to excellent yields at a short time. The catalyst is easily recoverable and can be reused for several runs with a good turnover number.
Heteropolyacid-catalyzed direct deoxygenation of propargyl and allyl alcohols
Egi, Masahiro,Kawai, Takuya,Umemura, Megumi,Akai, Shuji
experimental part, p. 7092 - 7097 (2012/10/07)
The combination of H3[PW12O40] ?nH2O (1 mol %) and Et3SiH led to the direct catalytic deoxygenation of propargyl alcohols, in which proper solvent selection Cl(CH2)2Cl vs CF3CH2OH was the key to obtaining better product yields. Under similar conditions, the deoxygenation of allyl alcohols proceeded to give thermodynamically stable alkenes with migration of the double bonds in good yields.
Decarboxylative benzylations of alkynes and ketones
Torregrosa, Robert R. P.,Ariyarathna, Yamuna,Chattopadhyay, Kalicharan,Tunge, Jon A.
supporting information; experimental part, p. 9280 - 9282 (2010/10/20)
Benzyl esters of propiolic and β-keto acids undergo catalytic decarboxylative coupling when treated with appropriate palladium catalysts. Such decarboxylative couplings allow the benzylation of alkynes without the use of strong bases and/or organometallics. This allows the synthesis of sensitive benzylic alkynes that are prone to undergo isomerizations under basic conditions. Additionally, decarboxylation facilitates the site-specific benzylation of diketones and ketoesters under mild, base-free conditions. Ultimately, the methodology described expands our ability to cross-couple medicinally relevant heterocycles.
