Catalytic activity of cycloaurated complexes in the addition of 2-methylfuran to methyl vinyl ketone

Cycloaurated gold(III) complexes derived from cycloaurated iminophosphorane, triphenylphosphine sulfide or selenide, or pyridylsulfonamide ligands have been assessed for their catalytic activity in the addition of 2-methylfuran to methyl vinyl ketone. Addition of AgBF4 was generally needed for high activity, although those with coordinated atoms of high trans influence showed some activity in the absence of added Ag+. Copyright © 2011 John Wiley & Sons, Ltd.

[1]  E. Jarman.  Positive Relationships: Working with Families - A visual journey , 2011 .

[2]  A. Hashmi,et al.  Heterocycles from gold catalysis. , 2011, Chemical communications.

[3]  W. Henderson,et al.  Cycloaurated triphenylphosphine-sulfide and -selenide. , 2010, Dalton transactions.

[4]  W. Henderson,et al.  Synthesis and reactivity of gold(III) complexes containing cycloaurated iminophosphorane ligands , 2009 .

[5]  A. Hashmi.  Homogeneous gold catalysis – Still accelerating , 2009 .

[6]  R. Navarro,et al.  Gold(III) iminophosphorane complexes as catalysts in C-C and C-O bond formations , 2009 .

[7]  G. Bond.  The early history of catalysis by gold , 2008 .

[8]  W. Henderson,et al.  Cycloauration of pyridyl sulfonamides. , 2008, Dalton transactions.

[9]  R. Navarro,et al.  Organogold(III) Iminophosphorane Complexes as Efficient Catalysts in the Addition of 2-Methylfuran and Electron-Rich Arenes to Methyl Vinyl Ketone , 2007 .

[10]  A Stephen K Hashmi,et al.  Gold-catalyzed organic reactions. , 2007, Chemical reviews.

[11]  J. Bats,et al.  Gold catalysis: News from the homogeneous wing , 2007 .

[12]  W. Henderson,et al.  Orthomercurated and cycloaurated derivatives of the iminophosphorane Ph3PNPh , 2007 .

[13]  A. Hashmi.  The catalysis gold rush: new claims. , 2005, Angewandte Chemie.

[14]  P. Merino,et al.  Organometallic gold(III) and gold(I) complexes as catalysts for the 1,3-dipolar cycloaddition to nitrones: synthesis of novel gold–nitrone derivatives , 2004 .

[15]  A. Stephen,et al.  Homogeneous catalysis by gold , 2004 .

[16]  A. Hashmi,et al.  Gold(III) Chloride-Catalyzed Addition Reactions of Electron-Rich Arenes to Methyl Vinyl Ketone , 2003 .

[17]  M. Laguna,et al.  Organometallic gold(III) compounds as catalysts for the addition of water and methanol to terminal alkynes. , 2003, Journal of the American Chemical Society.

[18]  A. Hashmi,et al.  A New Gold-Catalyzed C—C Bond Formation. , 2000 .

[19]  V. Bulbule,et al.  Cu (OTf)2 catalysed reactions of furan and thiophene with α,β-unsaturated ketones† , 2000 .

[20]  G. Jenner.  Effect of water on chemo- and endo-selectivity in high pressure Diels-Alder furan reactions. Hydrophobic or polar effects? , 1994 .

[21]  J. Poirier,et al.  Conjugate addition of furans to enones or their synthetic equivalents , 1987 .

[22]  Howard C. Clark,et al.  The trans-influence: its measurement and significance , 1973 .