15451-33-9Relevant articles and documents
A new ruthenium-catalyzed cleavage of a carbon-carbon triple bond: Efficient transformation of ethynyl alcohol into alkene and carbon monoxide
Datta, Swarup,Chang, Chia-Lung,Yeh, Kuo-Liang,Liu, Rai-Shung
, p. 9294 - 9295 (2003)
We report a new and efficient ruthenium-catalyzed reaction that transforms ethynyl alcohol into alkene and carbon monoxide. The most efficient catalysts are TpRu(PPh3)(CH3CN)2PF6 (10 mol %) and lithium triflate
A Ball-Milling-Enabled Cross-Electrophile Coupling
Jones, Andrew C.,Nicholson, William I.,Leitch, Jamie A.,Browne, Duncan L.
supporting information, p. 6337 - 6341 (2021/08/23)
The nickel-catalyzed cross-electrophile coupling of aryl halides and alkyl halides enabled by ball-milling is herein described. Under a mechanochemical manifold, the reductive C-C bond formation was achieved in the absence of bulk solvent and air/moisture sensitive setups, in reaction times of 2 h. The mechanical action provided by ball milling permits the use of a range of zinc sources to turnover the nickel catalytic cycle, enabling the synthesis of 28 cross-electrophile coupled products.
Umpolung of Carbonyl Groups as Alkyl Organometallic Reagent Surrogates for Palladium-Catalyzed Allylic Alkylation
Zhu, Dianhu,Lv, Leiyang,Li, Chen-Chen,Ung, Sosthene,Gao, Jian,Li, Chao-Jun
supporting information, p. 16520 - 16524 (2018/11/23)
Palladium-catalyzed allylic alkylation of nonstabilized carbon nucleophiles is difficult and remains a major challenge. Reported here is a highly chemo- and regioselective direct palladium-catalyzed C-allylation of hydrazones, generated from carbonyls, as a source of umpolung unstabilized alkyl carbanions and surrogates of alkyl organometallic reagents. Contrary to classical allylation techniques, this umpolung reaction utilizes hydrazones prepared not only from aryl aldehydes but also from alkyl aldehydes and ketones as renewable feedstocks. This strategy complements the palladium-catalyzed coupling of unstabilized nucleophiles with allylic electrophiles by providing an efficient and selective catalytic alternative to the traditional use of highly reactive alkyl organometallic reagents.
Short access to 4-alkenylbenzonitriles: Reaction of anionic reduced forms of terephthalonitrile with alkenyl bromides
Panteleeva, Elena V.,Haufe, Günter,Shteingarts, Vitalij D.
, p. 1616 - 1618 (2008/02/05)
Direct one-pot syntheses of 4-(ω-alkenyl)-benzonitriles in high yields have been achieved via the reaction of terephthalonitrile dianion with allyl or co-alkenyl bromides in liquid ammonia. Georg Thieme Verlag Stuttgart.
