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. For reviews comprising domino (cascade) reactions catalysed by transition metals see, e.g.: (a) Tietze L.F. Chem. Rev. 96:1996;115 (b) Malacria M. Chem. Rev. 96:1996;289 (c) Ikeda S.-I. Acc. Chem. Res. 33:2000;511. and references cited therein.
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E.W. Abel, F.G.A. Stone, & G. Wilkinson. Oxford: Pergamon
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. For reviews covering Pd-catalysed domino reactions, see: (a) Oppolzer W. Abel E.W., Stone F.G.A., Wilkinson G., Comprehensive Organometallic Chemistry II. Vol. 12:1995;905 Pergamon, Oxford. Chapter 8.3 (b) Grigg R., Sridharan V. Abel E.W., Stone F.G.A., Wilkinson G., Comprehensive Organometallic Chemistry II. Vol. 12:1995;299 Pergamon, Oxford. Chapter 3.6 (c) Negishi E.-I., Copéret C., Ma S., Liou S.-Y., Liu F. Chem. Rev. 96:1996;365 (d) Ojima I., Tzamarioudaki M., Li Z., Donovan R.J. Chem. Rev. 96:1996;635 (e) Grigg R., Sridharan V. Pure Appl. Chem. 70:1998;1047 (f) Grigg R., Sridharan V. J. Organomet. Chem. 576:1999;65 (g) Grigg R., Sridharan V. Davies S.G., Murahashi S.-I., IUPAC Monograph. Vol. 576:1999;87 Blackwell, New York, (h) de Meijere A., Brase S. J. Organomet. Chem. 576:1999;88 (i) Larock R.C. Pure Appl. Chem. 71:1999;1435.
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(a) Stará I.G., Starý I., Kollárovič A., Teplý F., Šaman D., Fiedler P. Tetrahedron. 54:1998;11209 (b) Stará I.G., Starý I., Kollárovič A., Teplý F., Šaman D., Fiedler P. Collect. Czech. Chem. Commun. 64:1999;649.
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Stará, I.G.1
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(a) Stará I.G., Starý I., Kollárovič A., Teplý F., Šaman D., Tichý M. Chimia. 51:1997;378 (b) Stará I.G., Starý I., Kollárovič A., Teplý F., Šaman D., Tichý M. J. Org. Chem. 63:1998;4046 (c) Stará I.G., Starý I., Kollárovič A., Teplý F., Vyskočil Š., Šaman D. Tetrahedron Lett. 40:1999;1993 (d) Stará I.G., Kollárovič A., Teplý F., Starý I., Šaman D., Fiedler P. Collect. Czech. Chem. Commun. 65:2000;577 (e) Teplý F., Stará I.G., Starý I., Kollárovič A., Šaman D., Rulíšek L., Fiedler P. J. Am. Chem. Soc. 124:2002;9175.
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0011165230
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Elsevier Amsterdam (b)
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. For reviews on Sonogashira coupling under Pd(0)/Cu(I) catalysis, see: (a) Brandsma L. Preparative Acetylenic Chemistry. 2nd ed. 1988;Elsevier, Amsterdam, (b) Sonogashira K. Trost B.M., Fleming I., Paquette L.A., Comprehensive Organic Synthesis. Vol. 3:1991;521 Pergamon, Oxford. Chapter 2.4 (c) Winterfeldt E. Scheffold R., Modern Synthetic Methods. 1992;103 VCH, Weinheim, (d) Rossi R., Carpita A., Bellina F. Org. Prep. Proc. Int. 27:1995;127 (e) Farina V. Abel E.W., Stone F.G.A., Wilkinson G., Comprehensive Organometallic Chemistry II. Vol. 12:1995;162 Pergamon, Oxford. Chapter 3.4 (f) Geisler H. Beller M., Bolm C., Transition Metals for Organic Synthesis. Vol. 1:1998;158 Wiley-VCH, Weinheim. Chapter 2.10 (g) Sonogashira K. Diederich F., Stang P.J., Metal-catalyzed Cross-coupling Reactions. Vol. 5:1998;203 Wiley-VCH, Weinheim.
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Brandsma, L.1
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0001549710
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. For examples of Sonogashira reaction without CuI as a co-catalyst, see: (a) Chen Q.-Y., Yang Z.-Y. Tetrahedron Lett. 27:1986;1171 (b) Alami M., Ferri F., Linstrumelle G. Tetrahedron Lett. 34:1993;6403 (c) Böhm V.P.W., Herrmann W.A. Eur. J. Org. Chem. 2000;3679. See also Ref. 3.
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Chen, Q.-Y.1
Yang, Z.-Y.2
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7
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0034127063
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We are aware that pentacoordinated anionic Pd(0) and Pd(II) intermediates may be involved instead of the simplified structures outlined in Scheme 4
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. For recent discussion on the general mechanism of Pd-catalysed Heck and cross-coupling reactions, see: Amatore C., Jutand A. Acc. Chem. Res. 33:2000;314. We are aware that pentacoordinated anionic Pd(0) and Pd(II) intermediates may be involved instead of the simplified structures outlined in Scheme 4.
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Amatore, C.1
Jutand, A.2
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0002100186
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. For a discussion on the mechanism of palladium-catalysed arylation (formal Friedel-Crafts vinylation), see: (a) Catellani M., Chiusoli G.P., Castagnoli C. J. Organomet. Chem. 407:1991;C30 (b) Catellani M., Chiusoli G.P. J. Organomet. Chem. 425:1992;151 (c) Canty A.J. Acc. Chem. Res. 25:1992;83 (d) Rice J.E., Cai Z.-W. J. Org. Chem. 58:1993;1415 (e) Brown D., Grigg R., Sridharan V., Tambyrajah V. Tetrahedron Lett. 36:1995;8137 (f) Grigg R., Loganathan V., Sridharan V. Tetrahedron Lett. 37:1996;3399 (g) González J.J., García N., Gómez-Lor B., Echavarren A.M. J. Org. Chem. 62:1997;1286 (h) Catellani M., Frigmeni F., Rangoni A. Angew. Chem., Int. Ed. Engl. 36:1997;119 (i) Larock R.C., Tian Q. J. Org. Chem. 63:1998;2002 (j) Coudanne I., Balme G. Synlett. 1998;998 (k) Grigg R., Savic V., Tambyrajah V. Tetrahedron Lett. 40:2000;3003.
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Catellani, M.1
Chiusoli, G.P.2
Castagnoli, C.3
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9
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0011239628
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Alternatively, an insertion into the aryl C-H bond in G ( Scheme 4 ) to form a palladium(IV) intermediate followed by proton abstraction by a base to give the palladacycle I may take place as discussed in Ref. 8a-c,e,f,h-k
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Alternatively, an insertion into the aryl C-H bond in G ( Scheme 4 ) to form a palladium(IV) intermediate followed by proton abstraction by a base to give the palladacycle I may take place as discussed in Ref. 8a-c,e,f,h-k.
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10
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0027288323
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(a) L'abbé G., Leurs S., Sannen I., Dehaen W. Tetrahedron. 49:1993;4439 (b) Sperandio D., Hansen H.-J. Helv. Chim. Acta. 78:1995;765.
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L'abbé, G.1
Leurs, S.2
Sannen, I.3
Dehaen, W.4
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