30928-28-0Relevant academic research and scientific papers
Copper-catalyzed dimerization of chromium Fischer carbene complexes: Synthesis of dialkoxytrienes and their Nazarov-type cyclization to 2-alkoxy-2-cyclopentenones
Barluenga, José,Barrio, Pablo,Vicente, Rubén,López, Luis A.,Tomás, Miguel
, p. 3793 - 3799 (2004)
Fischer carbene complexes 1 underwent a clean ligand dimerization reaction yielding functionalized olefins and trienes 4 in the presence of copper (I) catalysts. If treated with trifluoroacetic acid (TFA), trienes 4c, d, f undergo a cyclization process (Nazarov reaction) which furnishes cyclopentenone derivatives 6c, d, 7c, d and 8 in good yields. Finally, the Fischer aminocarbene 9 efficiently cyclodimerizes to the substituted arene 10 in the presence of CuBr.
Nucleophilic Attacks on Carbon-Carbon Double Bonds. 31. Complete and Partial Stereoconversion in Vinylic Substitution of (E)- and (Z)-β-Chloro-α-phenylcinnamaldehydes and (E)-2-Iodo-1,2-diphenyl-1-nitroethylene by Nucleophiles
Rappoport, Zvi,Gazit, Aviv
, p. 3184 - 3194 (2007/10/02)
Substitution of the chlorine of (E)- and (Z)-α-chloro-β-phenylcinnamaldehydes ((E)- and (Z)-5) by p-toluenethiolate (ArS-), p-cresolate (ArO-), and MeO- ions proceeds with complete or partial stereoconversion.With ArS
Chemistry of O-Alkyl Selenoesters. Reaction with Triethylphosphine
Hansen, Per-Egil
, p. 1627 - 1634 (2007/10/02)
The reaction between triethylphosphine and a number of aliphatic and aromatic selenoesters under oxygen-free conditions have been investigated.The purple intermediate formed in the reaction with the aliphatic selenoesters was quenched with atmospheric oxygen and gave the corresponding esters, whereas quenching with methyl iodide gave the corresponding 1-alkoxy-1-iodoalkyltriethylphosphonium iodides (13)-(16).The 1-alkoxy-1-iodoalkyltriethylphosphonium iodides gave the 1-alkoxyalkyltriethylphosphonium iodides (17)-(20) upon treatment with methanol, and treatment with benzaldehyde at -70 deg C gave α-alkoxyalkyl phenyl ketones (22)-(25).The reaction between the selenobenzoates and triethylphosphine gave α-dialkoxy-stilbenes and -dibenzyls.When the reaction was carried out in cyclohexene 7-alkoxy-7-phenylbicycloheptanes were formed.The presence of benzaldehyde in the reaction mixture led to α-alkoxystilbenes.An explanation for these different reactions is presented.
