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Reviews on immobilized precatalysts: (a) Solodenko, W.; Frenzel, T.; Kirschning, A. In Polymeric Materials in Organic Synthesis and Catalysis; Buchmeiser, M. R., Ed.; Wiley-VCH: Weinheim, 2003, 201-240. (b) Clapham, B.; Reger, T. S.; Janda, K. D. Tetrahedron 2001, 57, 4637. (c) Gladysz, J. A. Chem. Rev. 2002, 102, 3215. (d) McNamara, C. A.; Dixon, M. J.; Bradley, M. Chem. Rev. 2002, 102, 3275.
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Reviews on immobilized precatalysts: (a) Solodenko, W.; Frenzel, T.; Kirschning, A. In Polymeric Materials in Organic Synthesis and Catalysis; Buchmeiser, M. R., Ed.; Wiley-VCH: Weinheim, 2003, 201-240. (b) Clapham, B.; Reger, T. S.; Janda, K. D. Tetrahedron 2001, 57, 4637. (c) Gladysz, J. A. Chem. Rev. 2002, 102, 3215. (d) McNamara, C. A.; Dixon, M. J.; Bradley, M. Chem. Rev. 2002, 102, 3275.
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Clapham, B.1
Reger, T.S.2
Janda, K.D.3
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10
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0036811776
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Reviews on immobilized precatalysts: (a) Solodenko, W.; Frenzel, T.; Kirschning, A. In Polymeric Materials in Organic Synthesis and Catalysis; Buchmeiser, M. R., Ed.; Wiley-VCH: Weinheim, 2003, 201-240. (b) Clapham, B.; Reger, T. S.; Janda, K. D. Tetrahedron 2001, 57, 4637. (c) Gladysz, J. A. Chem. Rev. 2002, 102, 3215. (d) McNamara, C. A.; Dixon, M. J.; Bradley, M. Chem. Rev. 2002, 102, 3275.
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Gladysz, J.A.1
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Reviews on immobilized precatalysts: (a) Solodenko, W.; Frenzel, T.; Kirschning, A. In Polymeric Materials in Organic Synthesis and Catalysis; Buchmeiser, M. R., Ed.; Wiley-VCH: Weinheim, 2003, 201-240. (b) Clapham, B.; Reger, T. S.; Janda, K. D. Tetrahedron 2001, 57, 4637. (c) Gladysz, J. A. Chem. Rev. 2002, 102, 3215. (d) McNamara, C. A.; Dixon, M. J.; Bradley, M. Chem. Rev. 2002, 102, 3275.
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4143110828
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The Emrys™ Optimizer from Personal Chemistry was used for all experiments described here
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The Emrys™ Optimizer from Personal Chemistry was used for all experiments described here.
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15
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4143100872
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The Suzuki-Miyaura reaction (according to Scheme 2) could be repeated at room temperature and was completed within one week to yield the coupling product in 93% isolated yield
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The Suzuki-Miyaura reaction (according to Scheme 2) could be repeated at room temperature and was completed within one week to yield the coupling product in 93% isolated yield.
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16
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0012356884
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(a) de Vries, A. H. M.; Parlevliet, F. J.; Schmieder-van de Vondervoort, L.; Mommers, J. H. M.; Henderickx, H. J. W.; Walet, M. A. M.; De Vries, J. G. Adv. Synth. Catal. 2002, 344, 996.
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Henderickx, H.J.W.5
Walet, M.A.M.6
De Vries, J.G.7
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Reviews on microwave-assisted synthesis: (a) Kuhnert, N. Angew. Chem. Int. Ed. 2002, 41, 1863. (b) Ferreux, L.; Loupy, A. Tetrahedron 2001, 57, 9199. (c) Lew, A.; Krutzik, P. O.; Hart, M. E.; Chamberlin, A. R. J. Comb. Chem. 2002, 4, 95. (d) Kappe, C. O. Curr. Opin. Chem. Biol. 2002, 6, 314. (e) Larhed, M.; Hallberg, A. Drug Discovery Today 2001, 6, 406. (f) Krstenansky, J. F.; Cotterill, I. Curr. Opin. Drug Disc. Dev. 2000, 3, 451.
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Reviews on microwave-assisted synthesis: (a) Kuhnert, N. Angew. Chem. Int. Ed. 2002, 41, 1863. (b) Ferreux, L.; Loupy, A. Tetrahedron 2001, 57, 9199. (c) Lew, A.; Krutzik, P. O.; Hart, M. E.; Chamberlin, A. R. J. Comb. Chem. 2002, 4, 95. (d) Kappe, C. O. Curr. Opin. Chem. Biol. 2002, 6, 314. (e) Larhed, M.; Hallberg, A. Drug Discovery Today 2001, 6, 406. (f) Krstenansky, J. F.; Cotterill, I. Curr. Opin. Drug Disc. Dev. 2000, 3, 451.
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0036603599
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Reviews on microwave-assisted synthesis: (a) Kuhnert, N. Angew. Chem. Int. Ed. 2002, 41, 1863. (b) Ferreux, L.; Loupy, A. Tetrahedron 2001, 57, 9199. (c) Lew, A.; Krutzik, P. O.; Hart, M. E.; Chamberlin, A. R. J. Comb. Chem. 2002, 4, 95. (d) Kappe, C. O. Curr. Opin. Chem. Biol. 2002, 6, 314. (e) Larhed, M.; Hallberg, A. Drug Discovery Today 2001, 6, 406. (f) Krstenansky, J. F.; Cotterill, I. Curr. Opin. Drug Disc. Dev. 2000, 3, 451.
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Yields of homo-coupled products were below 5%
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Yields of homo-coupled products were below 5%.
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Microwave-assisted Suzuki-Miyaura couplings with an insoluble pyridineoxine Pd precatalyst
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Cambridge Healthtech Institute La Jolla, CA, February
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th Advancing Library Design and Organic Synthesis Conference
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