3817-93-4Relevant articles and documents
Regioselective radical addition of 3-oxopropanenitriles with terminal dienes promoted by cerium(IV) ammonium nitrate and manganese(III) acetate
Hocaoglu, Bahadir,Yilmaz, Mehmet
, p. 1938 - 1946 (2019/05/17)
Radical addition of 3-oxopropanenitriles to 1,3-butadiene derivatives promoted by (NH4)2Ce(NO2)6 and Mn(OAc)3 afforded 5-ethenyl-4,5-dihydrofuran-3-carbonitriles in low to good yields. These dihydrofu
Synthesis and antifungal activity of new dihydrofurocoumarins and dihydrofuroquinolines
Ustalar, Asli,Yilmaz, Mehmet,Osmani, Agim,Ke?eli, Sema A?kin
, p. 80 - 88 (2017/03/14)
We investigated the radical addition of 4-hydroxycoumarin (1a) and 4-hydroxyquinoline (1b) with conjugated dienes (2a-f) mediated by cerium(IV) ammonium nitrate (CAN) resulting in ethenyl substituted 2,3-dihydrofurocoumarin (3a-f) and 3,5-dihydrofuroquino
α-Selective Ni-catalyzed hydroalumination of aryl- and alkyl-substituted terminal alkynes: Practical syntheses of internal vinyl aluminums, halides, or boronates
Gao, Fang,Hoveyda, Amir H.
scheme or table, p. 10961 - 10963 (2010/09/17)
A method for Ni-catalyzed hydroalumination of terminal alkynes, leading to the formation of α-vinylaluminum isomers efficiently (>98% conv in 2-12 h) and with high selectivity (95% to >98% α), is described. Catalytic α-selective hydroalumination reactions proceed in the presence of a reagent (diisobutylaluminum hydride; dibal-H) and 3.0 mol % metal complex (Ni(dppp)Cl2) that are commercially available and inexpensive. Under the same conditions, but with Ni(PPh3)2Cl2, hydroalumination becomes highly β-selective, and, unlike uncatalyzed transformations with dibal-H, generates little or no alkynylaluminum byproducts. All hydrometalation reactions are reliable, operationally simple, and practical and afford an assortment of vinylaluminums that are otherwise not easily accessible. The derived α-vinyl halides and boronates can be synthesized through direct treatment with the appropriate electrophiles [e.g., Br 2 and methoxy(pinacolato)boron, respectively]. Ni-catalyzed hydroaluminations can be performed with as little as 0.1 mol % catalyst and on gram scale with equally high efficiency and selectivity.