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1
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33747139387
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For recent reviews, see: a
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For recent reviews, see: (a) Bellina, F.; Rossi, R. Tetrahedron 2006, 62, 7213-7256.
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(2006)
Tetrahedron
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Bellina, F.1
Rossi, R.2
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3
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4544265647
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(a) Ney, J. E.; Wolfe, J. P. Angew. Chem., Int. Ed. 2004, 43, 3605-3608.
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Angew. Chem., Int. Ed
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Ney, J.E.1
Wolfe, J.P.2
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7
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27544506294
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(e) Yang, Q.; Ney, J. E.; Wolfe, J. P. Org. Lett. 2005, 7, 2575-2578.
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Org. Lett
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Yang, Q.1
Ney, J.E.2
Wolfe, J.P.3
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27544515010
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(f) Ney, J. E.; Hay, M. B.; Yang, Q.; Wolfe, J. P. Adv. Synth. Catal. 2005, 347, 1614-1620.
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Adv. Synth. Catal
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Ney, J.E.1
Hay, M.B.2
Yang, Q.3
Wolfe, J.P.4
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10
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33847032130
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For a review on other Pd-catalyzed alkene carboamination reactions that afford pyrrolidine products, see: (a) Wolfe, J. P. Eur. J. Org. Chem. 2007, in press. See also:
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For a review on other Pd-catalyzed alkene carboamination reactions that afford pyrrolidine products, see: (a) Wolfe, J. P. Eur. J. Org. Chem. 2007, in press. See also:
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11
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0000454653
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(b) Harayama, H.; Abe, A.; Sakado, T.; Kimura, M.; Fugami, K.; Tanaka, S.; Tamara, Y. J. Org. Chem. 1997, 62, 2113-2122.
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J. Org. Chem
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Harayama, H.1
Abe, A.2
Sakado, T.3
Kimura, M.4
Fugami, K.5
Tanaka, S.6
Tamara, Y.7
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13
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2542624580
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Sherman, E. S.; Chemler, S. R.; Tan, T. B.; Gerlits, O. Org. Lett. 2004, 6, 1573-1575.
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Org. Lett
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Sherman, E.S.1
Chemler, S.R.2
Tan, T.B.3
Gerlits, O.4
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14
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0028147903
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(e) Larock, R. C.; Yang, H.; Weinreb, S. M.; Herr, R. J. J. Org. Chem. 1994, 59, 4172-4178.
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J. Org. Chem
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Larock, R.C.1
Yang, H.2
Weinreb, S.M.3
Herr, R.J.4
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15
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33847043530
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Dpe-phos, bis(2-diphenylphosphinophenyl)ether
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Dpe-phos = bis(2-diphenylphosphinophenyl)ether.
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16
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33847017281
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3 and other weak bases in Pd-catalyzed N-arylation reactions of amines with aryl halides has been reported. For reviews, see:
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3 and other weak bases in Pd-catalyzed N-arylation reactions of amines with aryl halides has been reported. For reviews, see:
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18
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0042291889
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Astruc, D, Ed, Wiley-VCH: Weinheim
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(b) Hartwig, J. F. In Modern Arene Chemistry; Astruc, D., Ed., Wiley-VCH: Weinheim, 2002; pp 107-168.
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(2002)
Modern Arene Chemistry
, pp. 107-168
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Hartwig, J.F.1
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20
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33847067502
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3N.
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3N.
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21
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33847076808
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In some cases use of DME as solvent provided results comparable to those obtained with dioxane (Table 2, entries 3, 4, 6, and 8.)
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In some cases use of DME as solvent provided results comparable to those obtained with dioxane (Table 2, entries 3, 4, 6, and 8.)
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22
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33645387715
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2 are not fully understood, but may result from coordination of dba (dibenzylideneacetone) to the metal at key stages in the catalytic cycle, or through the formation of dba-ligated complexes that lie outside of the catalytic cycle. Dba has previously been demonstrated to have a large impact on the rates of Pd-catalyzed or -mediated process. For lead references, see: (a) Shekhar, S.; Ryberg, P.; Hartwig, J. F.; Mathew, J. S.; Blackmond, D. G.; Strieter, E. R.; Buchwald, S. L. J. Am. Chem. Soc. 2006, 128, 3584-3591.
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2 are not fully understood, but may result from coordination of dba (dibenzylideneacetone) to the metal at key stages in the catalytic cycle, or through the formation of dba-ligated complexes that lie outside of the catalytic cycle. Dba has previously been demonstrated to have a large impact on the rates of Pd-catalyzed or -mediated process. For lead references, see: (a) Shekhar, S.; Ryberg, P.; Hartwig, J. F.; Mathew, J. S.; Blackmond, D. G.; Strieter, E. R.; Buchwald, S. L. J. Am. Chem. Soc. 2006, 128, 3584-3591.
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23
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0030743672
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(b) Amatore, C.; Broeker, G.; Jutand, A.; Khalil, F. J. Am. Chem. Soc. 1997, 119, 5176-5185.
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J. Am. Chem. Soc
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Amatore, C.1
Broeker, G.2
Jutand, A.3
Khalil, F.4
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24
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0344927927
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(a) Huang, P.-Q.; Wu, T.-J.; Ruan, Y.-P. Org. Lett. 2003, 5, 4341-4344.
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(2003)
Org. Lett
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Huang, P.-Q.1
Wu, T.-J.2
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0000391968
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(b) Kadota, I.; Saya, S.; Yamamoto, Y. Heterocycles 1997, 46, 335-348.
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Heterocycles
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Kadota, I.1
Saya, S.2
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0030020611
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Yoda, H.; Yamazaki, H.; Takabe, K. Tetrahedron: Asymmetry 1996, 7, 373-374.
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Tetrahedron: Asymmetry
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Yoda, H.1
Yamazaki, H.2
Takabe, K.3
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33847071635
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These conditions were also less effective for carboamination reactions of γ-(N-arylamino)alkenes; the desired N-arylpyrrolidine products were obtained in low to moderate yield (35-55%).
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These conditions were also less effective for carboamination reactions of γ-(N-arylamino)alkenes; the desired N-arylpyrrolidine products were obtained in low to moderate yield (35-55%).
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