67396-36-5Relevant articles and documents
Palladium-catalyzed alkynylative lactonization of unsaturated bicyclic carboxylic acids: Synthesis of fused polycyclic γ-lactone compounds
Sun, Ning,Li, Yibiao,Yin, Gengming,Jiang, Shaohua
supporting information, p. 2541 - 2544 (2013/06/04)
Unsaturated bicyclic carboxylic acids undergo palladium-catalyzed coupling with bromoalkynes to produce γ-alkynyl lactones in moderate to good yields with excellent chemo- and regioselectivity. The reaction conditions were extremely mild, and functional groups such as methyl, methoxy, chloro, and bromo were tolerated under the optimized reaction conditions. Moreover, γ-chloroalkenyl lactones were facilely synthesized through chloropalladation/carboesterification of electron-deficient C≡C bonds by using molecular oxygen as the sole oxidant. Facile and tandem Pd-catalyzed synthesis of γ-alkynyl lactone and γ-chloroalkenyl lactone derivatives by using readily accessible bromoalkynes and unsaturated bicyclic carboxylic acids is reported. Two subsequent steps, namely, C(sp or sp 2)-C(sp3) bond formation and C-O bond formation, are catalyzed by a single Pd catalyst. The reactions proceed with good yields of the products. Copyright
One-pot conversion of activated alcohols into 1,1-dibromoalkenes and terminal alkynes using tandem oxidation processes with manganese dioxide
Quesada, Ernesto,Raw, Steven A.,Reid, Mark,Roman, Estelle,Taylor, Richard J.K.
, p. 6673 - 6680 (2007/10/03)
Approaches to the preparation of C1-homologated dibromoalkenes and terminal alkynes from activated alcohols using one-pot tandem oxidation processes (TOPs) with manganese dioxide are outlined. The conversion of alcohols into dibromoalkenes is described using dibromomethyltriphenylphosphonium bromide and the formation of terminal alkynes was achieved via a sequential one-pot, two-step process utilising the Bestmann-Ohira reagent.
