1466-20-2Relevant articles and documents
Catalysis by ionic liquids: Cyclopropyl carbinyl rearrangements catalyzed by [pmim]Br under organic solvent free conditions
Ranu, Brindaban C.,Banerjee, Subhash,Das, Arijit
, p. 881 - 884 (2006)
Aryl substituted cyclopropyl carbinol derivatives undergo stereoselective rearrangements catalyzed by the ionic liquid, 1-methyl-3-pentylimidazolium bromide, under sonication, without any organic solvent, to produce the substituted conjugated all-trans-butadienes.
A new access to 4 h-quinolizines from 2-vinylpyridine and alkynes promoted by rhodium-N-heterocyclic-carbene catalysts
Azpíroz, Ram?n,Di Giuseppe, Andrea,Castarlenas, Ricardo,Pérez-Torrente, Jesús J.,Oro, Luis A.
, p. 3812 - 3816 (2013)
Forging the lock that autolocks! Rh-NHC catalysts promote a new access to 4 H-quinolizine species from 2-vinylpyridine and terminal and internal alkynes through C-H activation and C-C coupling reactions (see figure). N-Bridgehead heterocycle formation is favored for internal- over terminal-substituted butadienylpyridine derivatives in a thermal 6π-electrocyclization process. Copyright
Direct Wittig Olefination of Alcohols
Li, Qiang-Qiang,Shah, Zaher,Qu, Jian-Ping,Kang, Yan-Biao
, p. 296 - 302 (2018/02/19)
A base-promoted transition metal-free approach to substituted alkenes using alcohols under aerobic conditions using air as the inexpensive and clean oxidant is described. Aldehydes are relatively difficult to handle compared to corresponding alcohols due to their volatility and penchant to polymerize and autoxidize. Wittig ylides are easily oxidized to aldehydes and consequently form homo-olefination products. By the strategy of simultaneously in situ generation of ylides and aldehydes, for the first time, alcohols are directly transferred to olefins with no need of prepreparation of either aldehydes or ylides. Thus, the di/monocontrollable olefination of diols is accomplished. This synthetically practical method has been applied in the gram-scale synthesis of pharmaceuticals, such as DMU-212 and resveratrol from alcohols.
Palladium-tetraphosphine complex catalysed heck reaction of vinyl bromides with alkenes: A powerful access to conjugated dienes
Lemhadri, Mhamed,Battace, Ahmed,Berthiol, Florian,Zair, Touriya,Doucet, Henri,Santelli, Maurice
, p. 1142 - 1152 (2008/12/22)
A wide variety of 1,3-dienes have been prepared by the Heck vinylation of vinyl bromides using [Pd(η3-C3H5)Cl] 2/cis,cis,cis-1,2,3,4-tetrakis[(diphenylphosphino)methyl] cyclopentane (Tedicyp) as the catalyst precursor. Both α- and β-substituted vinyl bromides undergo the Heck reaction with functionalised alkenes such as acrylates, enones, styrenes or a vinyl sulfone, and also with nonfunctionalised alkenes such as dec-1-ene, leading stereoselectively, in most cases, to the corresponding E- or E,E-1,3-dienes in good yields. Furthermore, this catalyst can be used at low loading for several reactions. Georg Thieme Verlag Stuttgart.