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Howard Alper - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of 2(1H)-Quinolinones via Pd-Catalyzed Oxidative Cyclocarbonylation of 2-Vinylanilines
Organic letters, 2013Co-Authors: Jamie L. Ferguson, Fanlong Zeng, Natacha Alwis, Howard AlperAbstract:Palladium-catalyzed oxidative Cyclocarbonylation of N-monosubstituted-2-vinylanilines constitutes a simple, direct, and selective method for the synthesis of 2(1H)-quinolinones. The reaction conditions are attractive in terms of environmental considerations and operational simplicity. 2(1H)-Quinolinones with a variety of functional groups were prepared in up to 97% yield.
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synthesis of coumarins via pd catalyzed oxidative Cyclocarbonylation of 2 vinylphenols
Organic Letters, 2012Co-Authors: Jamie L. Ferguson, Fanlong Zeng, Howard AlperAbstract:Palladium-catalyzed oxidative Cyclocarbonylation of 2-vinylphenols constitutes a simple, direct method for the synthesis of coumarins. The reaction conditions, employing low pressures of CO, and air or 1,4- benzoquinone as the oxidant, are attractive in terms of environmental considerations and operational simplicity. Coumarins with a variety of functional groups were prepared in yields up to 85%.
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Palladium-Catalyzed Intermolecular Cyclocarbonylation of 2-Iodoanilines with the Michael Acceptor, Diethyl Ethoxycarbonylbutendienoate
The Journal of organic chemistry, 2012Co-Authors: Kazumi Okuro, Howard AlperAbstract:Palladium-catalyzed intermolecular Cyclocarbonylation of 2-iodoanilines with diethyl ethoxycarbonylbutendienoate produces 2,3,3-triethoxycarbonyl-2,3-dihydro-4(1H)-quinolinone derivatives in moderate to good yields. This protocol involves Michael addition and subsequent carbonylation.
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Palladium-catalyzed intermolecular Cyclocarbonylation of 2-iodoanilines with N-toluenesulfonyl aldimines
Tetrahedron Letters, 2012Co-Authors: Kazumi Okuro, Howard AlperAbstract:Abstract A single step synthesis of 2,3-dihydro-4(1 H )-quinazolinones is described using palladium-catalyzed Cyclocarbonylation of 2-iodoanilines with N -toluenesulfonyl aldimines.
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Palladium-Catalyzed Intermolecular Cyclocarbonylation of 2-Iodoanilines with the Michael Acceptor, Diethyl Ethoxycarbonylbutendienoate
2012Co-Authors: Kazumi Okuro, Howard AlperAbstract:Palladium-catalyzed intermolecular Cyclocarbonylation of 2-iodoanilines with diethyl ethoxycarbonylbutendienoate produces 2,3,3-triethoxycarbonyl-2,3-dihydro-4(1H)-quinolinone derivatives in moderate to good yields. This protocol involves Michael addition and subsequent carbonylation
Jean-michel Vernier - One of the best experts on this subject based on the ideXlab platform.
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Cyclocarbonylation of acyclic 1,3-dienes via their tricarbonyl iron complexes : Cyclopenten-2-ones and dicarbonyl cyclopentadienyl iron halides
Tetrahedron Letters, 1992Co-Authors: Michel Franck-neumann, Enrique Luis Michelotti, Roland Simler, Jean-michel VernierAbstract:Abstract Tricarbonyl iron complexes of acyclic 1,3-dienes can be converted to conjugated cyclopentenones by decomplexation with aluminium halides. Most complexes of a simple dienes need drastic conditions for the Cyclocarbonylation to occur (100 Atm CO, 1000° C), with the exception of 1,1,3-trialkylbutadiene complexes which are nearly quantitatively converted into cyclopentenones at room temperature, even in the absence of a CO atmosphere. Under the same mild conditions, the other complexes lead in modest yields to cyclopentadienyl dicarbonyl iron halides by a Cyclocarbonylation reaction followed by an aluminium halide promoted deoxygenation.
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Cyclocarbonylation of 1,1,3-trisubstituted 1,3-dienes via their Tricarbonyl iron complexes. Synthesis of cyclocondensed and (or) spirocyclic (optically active) cyclopenten-2-ones
Tetrahedron Letters, 1992Co-Authors: Michel Franck-neumann, Jean-michel VernierAbstract:Abstract Tricarbonyl iron complexes of 1,1,3 and 1,1,2,3,-substituted 1,3-dienes are decomplexed under mild conditions by aluminium halides to conjugated cyclopentenones. This is illustrated for the cyclic substitution patterns A and C, leading to spirocyclic and cyclocondensed cyclopentenones. Optically active compounds are obtained in high optical purity from complexed optically active ligands, the Cyclocarbonylation reaction being stereospecific.
Bassam El Ali - One of the best experts on this subject based on the ideXlab platform.
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hydrocarboxylation and hydroesterification reactions catalyzed by transition metal complexes
ChemInform, 2008Co-Authors: Bassam El Ali, Howard AlperAbstract:Summary This chapter contains sections titled: Introduction Intermolecular Hydrocarboxylation and Hydroesterification of Unsaturated Substrates Intramolecular Cyclocarbonylation of Unsaturated Compounds Conclusion References
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Synthesis of New Cardanol and Cardol Derivatives by Allylation and Regioselective Cyclocarbonylation Reactions
Synthesis, 2002Co-Authors: Riccardo Amorati, Bassam El Ali, Giuseppe Mele, Orazio A. Attanasi, Paolino Filippone, Jolanda Spadavecchia, Giuseppe VasapolloAbstract:Palladium acetate [Pd(OAc) 2 ] and 1,4-bis(diphenylphosphino)butane (dppb) catalyse Cyclocarbonylation of allylic cardanol and cardol derivatives to give regioselectively 7-membered ring lactones in good yields. One of thecompounds prepared exhibits excellent antioxidant properties.
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Synthesis of bislactones catalysed by a Pd–dppb system
Applied Organometallic Chemistry, 2000Co-Authors: Giuseppe Vasapollo, Antonio Scarpa, Giuseppe Mele, Ludovico Ronzini, Bassam El AliAbstract:Palladium acetate [Pd(OAc) 2 ] and 1,4-bis(diphenylphosphino)butane (dppb) catalyse regioselective Cyclocarbonylation of bisallyl derivatives of bisphenols affording seven-membered ring bislactones in good yields. Double Cyclocarbonylation reactions carried out using different conditions afforded bislactones with two different ring sizes (7-6 and 7-5-membered).
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Transition Metals for Organic Synthesis: Building Blocks and Fine Chemicals, Second Revised and Enlarged Edition - Hydrocarboxylation and Hydroesterification Reactions Catalyzed by Transition Metal Complexes
Transition Metals for Organic Synthesis, 1Co-Authors: Bassam El Ali, Howard AlperAbstract:Summary This chapter contains sections titled: Introduction Intermolecular Hydrocarboxylation and Hydroesterification of Unsaturated Substrates Intramolecular Cyclocarbonylation of Unsaturated Compounds Conclusion References
Jeong-wook Hwang - One of the best experts on this subject based on the ideXlab platform.
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Ru-catalyzed Cyclocarbonylation of alpha- and beta-allenic sulfonamides: synthesis of gamma- and delta-unsaturated lactams.
Organic letters, 2001Co-Authors: Suk-ku Kang, Kwang-jin Kim, Jeong-wook HwangAbstract:The Ru-catalyzed Cyclocarbonylation of α- or β-allenic sulfonamides in the presence of Ru3(CO)12 (1 mol %) and Et3N (1.5 equiv) under CO atmosphere (20 atm) in dioxane at 100 °C for 9 h gave heterocyclic γ- and δ-unsaturated lactams in good yields.
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Ru-Catalyzed Cyclocarbonylation of r- and ‚-Allenic Sulfonamides: Synthesis of Á- and ‰-Unsaturated Lactams
2001Co-Authors: Suk-ku Kang, Kwang-jin Kim, Jeong-wook HwangAbstract:The Ru-catalyzed Cyclocarbonylation of r -o r‚-allenic sulfonamides in the presence of Ru3(CO)12 (1 mol %) and Et3N (1.5 equiv) under CO atmosphere (20 atm) in dioxane at 100 °C for 9 h gave heterocyclic A- and ‰-unsaturated lactams in good yields.
Anthony J. Pearson - One of the best experts on this subject based on the ideXlab platform.
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Silicon-tethered Cyclocarbonylation of alkynes.
Organic Letters, 2002Co-Authors: Anthony J. PearsonAbstract:Temporary union of alkynes in the Fe(CO)5-promoted Cyclocarbonylation provides a method for carbonylative cross-coupling of alkynes to construct unsymmetrically substituted cyclopentadienones.
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SELECTIVITY IN THE PENTACARBONYLIRON-PROMOTED Cyclocarbonylation OF ENEDIYNES
Organometallics, 1995Co-Authors: Anthony J. Pearson, Alvise PerosaAbstract:Cyclocarbonylation reactions of a series of enediynes, promoted by pentacarbonyliron, proceed selectively on the diyne, resulting in the formation of cyclopentadienone-iron tricarbonyl complexes, without competing enyne Cyclocarbonylation