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Volumn , Issue 8, 2003, Pages 1129-1132

Synthesis of secondary amines by reduction of α-amidoalkylphenyl sulfones with sodium acetoxyborohydride

Author keywords

Amides; Amines; Imines; Reductions; Sulfones

Indexed keywords

AMIDE; AMINE; BENZENESULFONIC ACID DERIVATIVE; BORANE DERIVATIVE; DIOXANE; IMINE; N ACYLIMINE; SODIUM ACETOXYBOROHYDRIDE; SULFONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0038391483     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-39895     Document Type: Article
Times cited : (15)

References (40)
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    • For some recent papers on the utilization of α-amidoalkylphenyl sulfones see: (a) Petrini, M.; Profeta, R.; Righi, P. J. Org. Chem. 2002, 67, 4530. (b) Mecozzi, T.; Petrini, M.; Profeta, R. J. Org. Chem. 2001, 66, 8264. (c) Dahmen, S.; Bräse, S. J. Am. Chem. Soc. 2002, 124, 5940. (d) Enders, D.; Oberbörsch, S. Synlett 2002, 471. (e) Hermanns, N.; Dahmen, S.; Bolm, C.; Bräse, S. Angew. Chem. Int. Ed. 2002, 41, 3692. (f) Palomo, C.; Oiarbide, M.; Landa, A.; González-Rego, M. C.; García, J. M.; González, A.; Odriozola, J. M.; Martín-Pastor, M.; Linden, A. J. Am. Chem. Soc. 2002, 124, 8637. (g) Zhang, J.; Wie, C.; Li, C.-J. Tetrahedron Lett. 2002, 43, 5731. (h) Klepacz, A.; Zwierzak, A. Tetrahedron Lett. 2002, 43, 1079.
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    • For some recent papers on the utilization of α-amidoalkylphenyl sulfones see: (a) Petrini, M.; Profeta, R.; Righi, P. J. Org. Chem. 2002, 67, 4530. (b) Mecozzi, T.; Petrini, M.; Profeta, R. J. Org. Chem. 2001, 66, 8264. (c) Dahmen, S.; Bräse, S. J. Am. Chem. Soc. 2002, 124, 5940. (d) Enders, D.; Oberbörsch, S. Synlett 2002, 471. (e) Hermanns, N.; Dahmen, S.; Bolm, C.; Bräse, S. Angew. Chem. Int. Ed. 2002, 41, 3692. (f) Palomo, C.; Oiarbide, M.; Landa, A.; González-Rego, M. C.; García, J. M.; González, A.; Odriozola, J. M.; Martín-Pastor, M.; Linden, A. J. Am. Chem. Soc. 2002, 124, 8637. (g) Zhang, J.; Wie, C.; Li, C.-J. Tetrahedron Lett. 2002, 43, 5731. (h) Klepacz, A.; Zwierzak, A. Tetrahedron Lett. 2002, 43, 1079.
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    • For some recent papers on the utilization of α-amidoalkylphenyl sulfones see: (a) Petrini, M.; Profeta, R.; Righi, P. J. Org. Chem. 2002, 67, 4530. (b) Mecozzi, T.; Petrini, M.; Profeta, R. J. Org. Chem. 2001, 66, 8264. (c) Dahmen, S.; Bräse, S. J. Am. Chem. Soc. 2002, 124, 5940. (d) Enders, D.; Oberbörsch, S. Synlett 2002, 471. (e) Hermanns, N.; Dahmen, S.; Bolm, C.; Bräse, S. Angew. Chem. Int. Ed. 2002, 41, 3692. (f) Palomo, C.; Oiarbide, M.; Landa, A.; González-Rego, M. C.; García, J. M.; González, A.; Odriozola, J. M.; Martín-Pastor, M.; Linden, A. J. Am. Chem. Soc. 2002, 124, 8637. (g) Zhang, J.; Wie, C.; Li, C.-J. Tetrahedron Lett. 2002, 43, 5731. (h) Klepacz, A.; Zwierzak, A. Tetrahedron Lett. 2002, 43, 1079.
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    • Dahmen, S.1    Bräse, S.2
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    • For some recent papers on the utilization of α-amidoalkylphenyl sulfones see: (a) Petrini, M.; Profeta, R.; Righi, P. J. Org. Chem. 2002, 67, 4530. (b) Mecozzi, T.; Petrini, M.; Profeta, R. J. Org. Chem. 2001, 66, 8264. (c) Dahmen, S.; Bräse, S. J. Am. Chem. Soc. 2002, 124, 5940. (d) Enders, D.; Oberbörsch, S. Synlett 2002, 471. (e) Hermanns, N.; Dahmen, S.; Bolm, C.; Bräse, S. Angew. Chem. Int. Ed. 2002, 41, 3692. (f) Palomo, C.; Oiarbide, M.; Landa, A.; González-Rego, M. C.; García, J. M.; González, A.; Odriozola, J. M.; Martín-Pastor, M.; Linden, A. J. Am. Chem. Soc. 2002, 124, 8637. (g) Zhang, J.; Wie, C.; Li, C.-J. Tetrahedron Lett. 2002, 43, 5731. (h) Klepacz, A.; Zwierzak, A. Tetrahedron Lett. 2002, 43, 1079.
    • (2002) Synlett , pp. 471
    • Enders, D.1    Oberbörsch, S.2
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    • 0037020423 scopus 로고    scopus 로고
    • For some recent papers on the utilization of α-amidoalkylphenyl sulfones see: (a) Petrini, M.; Profeta, R.; Righi, P. J. Org. Chem. 2002, 67, 4530. (b) Mecozzi, T.; Petrini, M.; Profeta, R. J. Org. Chem. 2001, 66, 8264. (c) Dahmen, S.; Bräse, S. J. Am. Chem. Soc. 2002, 124, 5940. (d) Enders, D.; Oberbörsch, S. Synlett 2002, 471. (e) Hermanns, N.; Dahmen, S.; Bolm, C.; Bräse, S. Angew. Chem. Int. Ed. 2002, 41, 3692. (f) Palomo, C.; Oiarbide, M.; Landa, A.; González-Rego, M. C.; García, J. M.; González, A.; Odriozola, J. M.; Martín-Pastor, M.; Linden, A. J. Am. Chem. Soc. 2002, 124, 8637. (g) Zhang, J.; Wie, C.; Li, C.-J. Tetrahedron Lett. 2002, 43, 5731. (h) Klepacz, A.; Zwierzak, A. Tetrahedron Lett. 2002, 43, 1079.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 3692
    • Hermanns, N.1    Dahmen, S.2    Bolm, C.3    Bräse, S.4
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    • 0037167030 scopus 로고    scopus 로고
    • For some recent papers on the utilization of α-amidoalkylphenyl sulfones see: (a) Petrini, M.; Profeta, R.; Righi, P. J. Org. Chem. 2002, 67, 4530. (b) Mecozzi, T.; Petrini, M.; Profeta, R. J. Org. Chem. 2001, 66, 8264. (c) Dahmen, S.; Bräse, S. J. Am. Chem. Soc. 2002, 124, 5940. (d) Enders, D.; Oberbörsch, S. Synlett 2002, 471. (e) Hermanns, N.; Dahmen, S.; Bolm, C.; Bräse, S. Angew. Chem. Int. Ed. 2002, 41, 3692. (f) Palomo, C.; Oiarbide, M.; Landa, A.; González-Rego, M. C.; García, J. M.; González, A.; Odriozola, J. M.; Martín-Pastor, M.; Linden, A. J. Am. Chem. Soc. 2002, 124, 8637. (g) Zhang, J.; Wie, C.; Li, C.-J. Tetrahedron Lett. 2002, 43, 5731. (h) Klepacz, A.; Zwierzak, A. Tetrahedron Lett. 2002, 43, 1079.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 8637
    • Palomo, C.1    Oiarbide, M.2    Landa, A.3    González-Rego, M.C.4    García, J.M.5    González, A.6    Odriozola, J.M.7    Martín-Pastor, M.8    Linden, A.9
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    • 0037068159 scopus 로고    scopus 로고
    • For some recent papers on the utilization of α-amidoalkylphenyl sulfones see: (a) Petrini, M.; Profeta, R.; Righi, P. J. Org. Chem. 2002, 67, 4530. (b) Mecozzi, T.; Petrini, M.; Profeta, R. J. Org. Chem. 2001, 66, 8264. (c) Dahmen, S.; Bräse, S. J. Am. Chem. Soc. 2002, 124, 5940. (d) Enders, D.; Oberbörsch, S. Synlett 2002, 471. (e) Hermanns, N.; Dahmen, S.; Bolm, C.; Bräse, S. Angew. Chem. Int. Ed. 2002, 41, 3692. (f) Palomo, C.; Oiarbide, M.; Landa, A.; González-Rego, M. C.; García, J. M.; González, A.; Odriozola, J. M.; Martín-Pastor, M.; Linden, A. J. Am. Chem. Soc. 2002, 124, 8637. (g) Zhang, J.; Wie, C.; Li, C.-J. Tetrahedron Lett. 2002, 43, 5731. (h) Klepacz, A.; Zwierzak, A. Tetrahedron Lett. 2002, 43, 1079.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 5731
    • Zhang, J.1    Wie, C.2    Li, C.-J.3
  • 26
    • 0037016990 scopus 로고    scopus 로고
    • For some recent papers on the utilization of α-amidoalkylphenyl sulfones see: (a) Petrini, M.; Profeta, R.; Righi, P. J. Org. Chem. 2002, 67, 4530. (b) Mecozzi, T.; Petrini, M.; Profeta, R. J. Org. Chem. 2001, 66, 8264. (c) Dahmen, S.; Bräse, S. J. Am. Chem. Soc. 2002, 124, 5940. (d) Enders, D.; Oberbörsch, S. Synlett 2002, 471. (e) Hermanns, N.; Dahmen, S.; Bolm, C.; Bräse, S. Angew. Chem. Int. Ed. 2002, 41, 3692. (f) Palomo, C.; Oiarbide, M.; Landa, A.; González-Rego, M. C.; García, J. M.; González, A.; Odriozola, J. M.; Martín-Pastor, M.; Linden, A. J. Am. Chem. Soc. 2002, 124, 8637. (g) Zhang, J.; Wie, C.; Li, C.-J. Tetrahedron Lett. 2002, 43, 5731. (h) Klepacz, A.; Zwierzak, A. Tetrahedron Lett. 2002, 43, 1079.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 1079
    • Klepacz, A.1    Zwierzak, A.2
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    • note
    • 3): δ = 0.85 (t, 6 H, J = 6.6 Hz), 1.10-1.55 (m, 20 H), 1.60-1.91 (m, 4 H), 1.95-2.25 (m, 8 H), 5.26 (dt, 1 H, J = 10.6, 3.6 Hz), 4.68 (dd, 1 H, J = 47.2, 14.6 Hz), 5.17 (dt, 1 H, J = 10.7, 3.1 Hz), 6.50 (dd, 1 H, J = 10.6, 7.7 Hz), 7.50-7.71 (m, 3 H), 7.82-7.93 (m, 2H).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.