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We have reported that metal triflates catalyze single addition of arenes to alkynes: T. Tsuchimoto, T. Maeda, E. Shirakawa, Y. Kawakami, Chem. Commun. 2000, 1573-1574
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14844286829
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Our report on the synthesis of (hetero)aryl-annulated[a]carbazoles including a process of single addition of indole derivatives to alkynes: T. Tsuchimoto, H. Matsubayashi, M. Kaneko, E. Shirakawa, Y. Kawakami, Angew. Chem. Int. Ed. 2005, 44, 1336-1340
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Our report on the synthesis of (hetero)aryl-annulated[a]carbazoles including a process of single addition of indole derivatives to alkynes: T. Tsuchimoto, H. Matsubayashi, M. Kaneko, E. Shirakawa, Y. Kawakami, Angew. Chem. Int. Ed. 2005, 44, 1336-1340.
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68
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For recent examples, see: a
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For recent examples, see: a) O. Iran, F. Holger, M. Dirk, M. Manfred, Q. Jose, P. Klaus, Z. Naturforsch., B: Chem. Sci. 2005, 60, 1175-1185;
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(2005)
Z. Naturforsch., B: Chem. Sci
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Iran, O.1
Holger, F.2
Dirk, M.3
Manfred, M.4
Jose, Q.5
Klaus, P.6
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69
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33749416958
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b) G. B. Bagdasaryan, P. S. Pogosyan, G. A. Panosyan, G. V. Asratyan, M. G. Indzhikyan, Russ. J. Gen. Chem. 2006, 76, 1324-1326;
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(2006)
Russ. J. Gen. Chem
, vol.76
, pp. 1324-1326
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Bagdasaryan, G.B.1
Pogosyan, P.S.2
Panosyan, G.A.3
Asratyan, G.V.4
Indzhikyan, M.G.5
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70
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33751533740
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c) B. Iddon, J. E. Tønder, M. Hosseini, M. Begtrup, Tetrahedron 2007, 63, 56-61;
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(2007)
Tetrahedron
, vol.63
, pp. 56-61
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Iddon, B.1
Tønder, J.E.2
Hosseini, M.3
Begtrup, M.4
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71
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d) A. de la Hoz, A. Díaz, J. Elguero, A. Jiménez, A. Moreno, A. Ruiz, A. Sánchez-Migallón, Tetrahedron 2007, 63, 748-753;
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(2007)
Tetrahedron
, vol.63
, pp. 748-753
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de la Hoz, A.1
Díaz, A.2
Elguero, J.3
Jiménez, A.4
Moreno, A.5
Ruiz, A.6
Sánchez-Migallón, A.7
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72
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e) M. J. Alves, A. G. Fortes, F. T. Costa, V. C. M. Duarte, Tetrahedron 2007, 63, 11167-11173.
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(2007)
Tetrahedron
, vol.63
, pp. 11167-11173
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Alves, M.J.1
Fortes, A.G.2
Costa, F.T.3
Duarte, V.C.M.4
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73
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Detailed information concerning isomer distributions in addition to spectral and analytical data of 1:1 adducts produced in the reactions of Table 2, Entries 1-6 and 12-14 are provided in the Supporting Information
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Detailed information concerning isomer distributions in addition to spectral and analytical data of 1:1 adducts produced in the reactions of Table 2, Entries 1-6 and 12-14 are provided in the Supporting Information.
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74
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85008108719
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a) T. Sakamoto, H. Nagata, Y. Kondo, K. Sato, H. Yamanaka, Chem. Pharm. Bull. 1984, 32, 4866-4872;
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(1984)
Chem. Pharm. Bull
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, pp. 4866-4872
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Sakamoto, T.1
Nagata, H.2
Kondo, Y.3
Sato, K.4
Yamanaka, H.5
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75
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84988122502
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b) T. Sakamoto, Y. Kondo, M. Shirakawa, H. Yamanaka, Synthesis 1984, 245-247.
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(1984)
Synthesis
, pp. 245-247
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Sakamoto, T.1
Kondo, Y.2
Shirakawa, M.3
Yamanaka, H.4
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76
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3 instead of AgOTf also proceeded in comparable yields (50% yield from 1m, 76% yield from 1n). However, an isomer of 4ma in the reaction of 1m was produced in a small amount (1% yield) together with 4ma. In the case of 1n, a mixture of four isomers including 4na and 5na was produced.
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3 instead of AgOTf also proceeded in comparable yields (50% yield from 1m, 76% yield from 1n). However, an isomer of 4ma in the reaction of 1m was produced in a small amount (1% yield) together with 4ma. In the case of 1n, a mixture of four isomers including 4na and 5na was produced.
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77
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0346540694
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For anti addition through a concerted mechanism, see: H. M. Weiss, K. M. Touchette, J. Chem. Soc., Perkin Trans. 2 1998, 1523-1528.
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For anti addition through a concerted mechanism, see: H. M. Weiss, K. M. Touchette, J. Chem. Soc., Perkin Trans. 2 1998, 1523-1528.
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78
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53849107061
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In ref.[13, N-methylpyrrole goes mainly to the Ph-attached carbon atom of 1n, contrary to the regioselectivity observed in Table 3, Entry 7
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[13], N-methylpyrrole goes mainly to the Ph-attached carbon atom of 1n, contrary to the regioselectivity observed in Table 3, Entry 7.
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79
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For LA-catalyzed isomerization of C=C bonds through [1,3]-hydrogen shift, see: M. Rubina, M. Conley, V. Gevorgyan, J. Am. Chem. Soc. 2006, 128, 5818-5827.
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For LA-catalyzed isomerization of C=C bonds through [1,3]-hydrogen shift, see: M. Rubina, M. Conley, V. Gevorgyan, J. Am. Chem. Soc. 2006, 128, 5818-5827.
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80
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23844548243
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Proton signals that participate in hydrogen bonding such as C-H⋯X (X = heteroatom) are known to be shifted downfield in 1H NMR spectra. For example, see: H. Kawasaki, G. Sakane, T. Shibahara, Inorg. Chem. Commun. 2005, 8, 777-781.
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Proton signals that participate in hydrogen bonding such as C-H⋯X (X = heteroatom) are known to be shifted downfield in 1H NMR spectra. For example, see: H. Kawasaki, G. Sakane, T. Shibahara, Inorg. Chem. Commun. 2005, 8, 777-781.
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