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3
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0037048663
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Dangel B.D., Godula K., Youn S.W., Sezen B., Sames D. J. Am. Chem. Soc. 124:2002;11856.
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J. Am. Chem. Soc.
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Dangel, B.D.1
Godula, K.2
Youn, S.W.3
Sezen, B.4
Sames, D.5
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6
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85030970083
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Historically, the term 'C-H bond activation' carries considerable mechanistic claim while 'C-H bond functionalization' simply describes a formal process. Consequently, in the case of arenes, the term 'C-H activation' should be used thoughtfully since other mechanistic modes are readily available, for instance, electrophilic metallation (substitution)
-
Historically, the term 'C-H bond activation' carries considerable mechanistic claim while 'C-H bond functionalization' simply describes a formal process. Consequently, in the case of arenes, the term 'C-H activation' should be used thoughtfully since other mechanistic modes are readily available, for instance, electrophilic metallation (substitution).
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11
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0037181051
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(c) Boele M.D.K., van Strijdonck G.P.F., de Vries A.H.M., Kamer P.C.J., de Vries J.G., Leeuwen P.W.N.M. J. Am. Chem. Soc. 124:2002;1586
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J. Am. Chem. Soc.
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Boele, M.D.K.1
Van Strijdonck, G.P.F.2
De Vries, A.H.M.3
Kamer, P.C.J.4
De Vries, J.G.5
Leeuwen, P.W.N.M.6
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15
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0030058991
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(a) There is yet another mechanistic possibility involving hydrometallation of triple carbon-carbon bond, generating an alkenyl metal species, followed by intramolecular substitution of the arene ring. Hydropalladation has been proposed to be the first step in the intermolecular cyclization of alkynoate esters and phenols. (b) See also (a) There is yet another mechanistic possibility involving hydrometallation of triple carbon-carbon bond, generating an alkenyl metal species, followed by intramolecular substitution of the arene ring. Hydropalladation has been proposed to be the first step in the intermolecular cyclization of alkynoate esters and phenols Trost B.M., Toste F.D. J. Am. Chem. Soc. 118:1996;6305. (b) See also Larock R.C., Dotty M.J., Tian Q., Zenner J.M. J. Org. Chem. 62:1997;7536.
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J. Am. Chem. Soc.
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Trost, B.M.1
Toste, F.D.2
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16
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0001375982
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(a) There is yet another mechanistic possibility involving hydrometallation of triple carbon-carbon bond, generating an alkenyl metal species, followed by intramolecular substitution of the arene ring. Hydropalladation has been proposed to be the first step in the intermolecular cyclization of alkynoate esters and phenols. (b) See also (a) There is yet another mechanistic possibility involving hydrometallation of triple carbon-carbon bond, generating an alkenyl metal species, followed by intramolecular substitution of the arene ring. Hydropalladation has been proposed to be the first step in the intermolecular cyclization of alkynoate esters and phenols Trost B.M., Toste F.D. J. Am. Chem. Soc. 118:1996;6305. (b) See also Larock R.C., Dotty M.J., Tian Q., Zenner J.M. J. Org. Chem. 62:1997;7536.
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J. Org. Chem.
, vol.62
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Larock, R.C.1
Dotty, M.J.2
Tian, Q.3
Zenner, J.M.4
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17
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0034596339
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Jia C., Lu W., Oyamada J., Kitamura T., Matsuda K., Irie M., Fujiwara Y. J. Am. Chem. Soc. 122:2000;7252.
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Jia, C.1
Lu, W.2
Oyamada, J.3
Kitamura, T.4
Matsuda, K.5
Irie, M.6
Fujiwara, Y.7
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19
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85030971025
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(a) Ref. 10
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(a) Ref. 10.
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23
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85030954547
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(a) Ref. 9
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(a) Ref. 9.
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26
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0035814401
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4, the former being more efficient in many cases. (a) Fürstner A., Stelzer F., Szillat H. J. Am. Chem. Soc. 123:2001;11863 (b) Méndez M., Paz Muñoz M., Nevado C., Cárdenas D.J., Echavarren A.M. J. Am. Chem. Soc. 123:2001;10511 (c) Blum, J.; Beer-Kraft, H.; Badrieh, Y. J. Org. Chem. 1995, 60, 5567. (d) Kobayashi S., Kakumoto K., Sugiura M. Org. Lett. 4:2002;1319.
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Fürstner, A.1
Stelzer, F.2
Szillat, H.3
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27
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0035980290
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4, the former being more efficient in many cases. (a) Fürstner A., Stelzer F., Szillat H. J. Am. Chem. Soc. 123:2001;11863 (b) Méndez M., Paz Muñoz M., Nevado C., Cárdenas D.J., Echavarren A.M. J. Am. Chem. Soc. 123:2001;10511 (c) Blum, J.; Beer-Kraft, H.; Badrieh, Y. J. Org. Chem. 1995, 60, 5567. (d) Kobayashi S., Kakumoto K., Sugiura M. Org. Lett. 4:2002;1319.
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J. Am. Chem. Soc.
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Méndez, M.1
Paz Muñoz, M.2
Nevado, C.3
Cárdenas, D.J.4
Echavarren, A.M.5
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28
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33751155795
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4, the former being more efficient in many cases. (a) Fürstner A., Stelzer F., Szillat H. J. Am. Chem. Soc. 123:2001;11863 (b) Méndez M., Paz Muñoz M., Nevado C., Cárdenas D.J., Echavarren A.M. J. Am. Chem. Soc. 123:2001;10511 (c) Blum, J.; Beer-Kraft, H.; Badrieh, Y. J. Org. Chem. 1995, 60, 5567. (d) Kobayashi S., Kakumoto K., Sugiura M. Org. Lett. 4:2002;1319.
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Blum, J.1
Beer-Kraft, H.2
Badrieh, Y.3
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29
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0037129388
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4, the former being more efficient in many cases. (a) Fürstner A., Stelzer F., Szillat H. J. Am. Chem. Soc. 123:2001;11863 (b) Méndez M., Paz Muñoz M., Nevado C., Cárdenas D.J., Echavarren A.M. J. Am. Chem. Soc. 123:2001;10511 (c) Blum, J.; Beer-Kraft, H.; Badrieh, Y. J. Org. Chem. 1995, 60, 5567. (d) Kobayashi S., Kakumoto K., Sugiura M. Org. Lett. 4:2002;1319.
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(2002)
Org. Lett.
, vol.4
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Kobayashi, S.1
Kakumoto, K.2
Sugiura, M.3
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30
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85030960397
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For complete screening, see supporting information in Ref. 7
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For complete screening, see supporting information in Ref. 7.
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31
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0016561258
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Degner M., Holle B., Kamm J., Pilbrow M.F., Thiele G., Wagner D., Weigel W., Woditsch P. Transition Met. Chem. 1:1975/76;41.
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Degner, M.1
Holle, B.2
Kamm, J.3
Pilbrow, M.F.4
Thiele, G.5
Wagner, D.6
Weigel, W.7
Woditsch, P.8
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33
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0030761542
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Direct cycloaddition of propargyl alcohols with phenols have been reported. However, these methods do not provide access to chiral chromenes with asymmetric control: (a). For other synthetic approaches to chromenes, see: (c). and references therein. For syntheses of fused polycyclic arenes via cyclization of 2-alkynylbiaryls: (d). and references therein Direct cycloaddition of propargyl alcohols with phenols have been reported. However, these methods do not provide access to chiral chromenes with asymmetric control: (a) Bigi F., Carloni S., Maggi R., Muchetti C., Sartori G. J. Org. Chem. 62:1997;7024 (b) Nishibayashi Y., Inada Y., Hidai M., Uemura S. J. Am. Chem. Soc. 124:2002;7900. For other synthetic approaches to chromenes, see: (c) Portscheller J.L., Malinakova H.C. Org. Lett. 4:2002;3679. and references therein. For syntheses of fused polycyclic arenes via cyclization of 2-alkynylbiaryls: (d) Goldfinger M.B., Crawford K.B., Swager T.M. J. Am. Chem. Soc. 119:1997;4578. and references therein.
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J. Org. Chem.
, vol.62
, pp. 7024
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Bigi, F.1
Carloni, S.2
Maggi, R.3
Muchetti, C.4
Sartori, G.5
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34
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0037055054
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Direct cycloaddition of propargyl alcohols with phenols have been reported. However, these methods do not provide access to chiral chromenes with asymmetric control: (a). For other synthetic approaches to chromenes, see: (c). and references therein. For syntheses of fused polycyclic arenes via cyclization of 2-alkynylbiaryls: (d). and references therein Direct cycloaddition of propargyl alcohols with phenols have been reported. However, these methods do not provide access to chiral chromenes with asymmetric control: (a) Bigi F., Carloni S., Maggi R., Muchetti C., Sartori G. J. Org. Chem. 62:1997;7024 (b) Nishibayashi Y., Inada Y., Hidai M., Uemura S. J. Am. Chem. Soc. 124:2002;7900. For other synthetic approaches to chromenes, see: (c) Portscheller J.L., Malinakova H.C. Org. Lett. 4:2002;3679. and references therein. For syntheses of fused polycyclic arenes via cyclization of 2-alkynylbiaryls: (d) Goldfinger M.B., Crawford K.B., Swager T.M. J. Am. Chem. Soc. 119:1997;4578. and references therein.
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J. Am. Chem. Soc.
, vol.124
, pp. 7900
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Nishibayashi, Y.1
Inada, Y.2
Hidai, M.3
Uemura, S.4
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35
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0011825560
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Direct cycloaddition of propargyl alcohols with phenols have been reported. However, these methods do not provide access to chiral chromenes with asymmetric control: (a). For other synthetic approaches to chromenes, see: (c). and references therein. For syntheses of fused polycyclic arenes via cyclization of 2-alkynylbiaryls: (d). and references therein Direct cycloaddition of propargyl alcohols with phenols have been reported. However, these methods do not provide access to chiral chromenes with asymmetric control: (a) Bigi F., Carloni S., Maggi R., Muchetti C., Sartori G. J. Org. Chem. 62:1997;7024 (b) Nishibayashi Y., Inada Y., Hidai M., Uemura S. J. Am. Chem. Soc. 124:2002;7900. For other synthetic approaches to chromenes, see: (c) Portscheller J.L., Malinakova H.C. Org. Lett. 4:2002;3679. and references therein. For syntheses of fused polycyclic arenes via cyclization of 2-alkynylbiaryls: (d) Goldfinger M.B., Crawford K.B., Swager T.M. J. Am. Chem. Soc. 119:1997;4578. and references therein.
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Org. Lett.
, vol.4
, pp. 3679
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Portscheller, J.L.1
Malinakova, H.C.2
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36
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0030962531
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Direct cycloaddition of propargyl alcohols with phenols have been reported. However, these methods do not provide access to chiral chromenes with asymmetric control: (a). For other synthetic approaches to chromenes, see: (c). and references therein. For syntheses of fused polycyclic arenes via cyclization of 2-alkynylbiaryls: (d). and references therein Direct cycloaddition of propargyl alcohols with phenols have been reported. However, these methods do not provide access to chiral chromenes with asymmetric control: (a) Bigi F., Carloni S., Maggi R., Muchetti C., Sartori G. J. Org. Chem. 62:1997;7024 (b) Nishibayashi Y., Inada Y., Hidai M., Uemura S. J. Am. Chem. Soc. 124:2002;7900. For other synthetic approaches to chromenes, see: (c) Portscheller J.L., Malinakova H.C. Org. Lett. 4:2002;3679. and references therein. For syntheses of fused polycyclic arenes via cyclization of 2-alkynylbiaryls: (d) Goldfinger M.B., Crawford K.B., Swager T.M. J. Am. Chem. Soc. 119:1997;4578. and references therein.
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J. Am. Chem. Soc.
, vol.119
, pp. 4578
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Goldfinger, M.B.1
Crawford, K.B.2
Swager, T.M.3
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37
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85030955655
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49 was subjected to these reaction conditions and no deuterium incorporation was observed
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In a control experiment 49 was subjected to these reaction conditions and no deuterium incorporation was observed.
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38
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85030955373
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To the best of our knowledge a 6-endo Heck cyclization of propargly-aryl ethers, or amines is unprecedented
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To the best of our knowledge a 6-endo Heck cyclization of propargly-aryl ethers, or amines is unprecedented.
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40
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85030971338
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2, 9% of the 6-exo product was obtained along with 16% of compound 59
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2, 9% of the 6-exo product was obtained along with 16% of compound 59.
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43
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0033521015
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Crocker P.J., Saha B., Ryan W.J., Wiley J.L., Martin B.R., Ross R.A., Pertwee R.G., Raj W. Tetrahedron. 55:1999;13907.
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Ryan, W.J.3
Wiley, J.L.4
Martin, B.R.5
Ross, R.A.6
Pertwee, R.G.7
Raj, W.8
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46
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0020467349
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Carpio E., Galeazzi E., Greenhouse R., Guzmán A., Velarde E., Antonio Y., Franco F., Leon A., Pérez V., Salas R., Valdés D., Ackrell J., Cho D., Gallegra P., Halpern O., Koehler R., Maddox M.L., Muchowski J.M., Prince A., Tegg D., Thueber T.C., Horn A.R.V., Wren D. Can. J. Chem. 60:1982;2295.
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Velarde, E.5
Antonio, Y.6
Franco, F.7
Leon, A.8
Pérez, V.9
Salas, R.10
Valdés, D.11
Ackrell, J.12
Cho, D.13
Gallegra, P.14
Halpern, O.15
Koehler, R.16
Maddox, M.L.17
Muchowski, J.M.18
Prince, A.19
Tegg, D.20
Thueber, T.C.21
Horn, A.R.V.22
Wren, D.23
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