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Volumn 129, Issue 4, 2007, Pages 780-781

Three-component coupling reactions of thioformamides with organolithium and grignard reagents leading to formation of tertiary amines and a thiolating agent

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; FORMAMIDE; FORMAMIDE DERIVATIVE; ORGANOLITHIUM COMPOUND; REAGENT; THIOFORMAMIDE; THIOL DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33846591103     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja068523f     Document Type: Article
Times cited : (77)

References (33)
  • 1
    • 3943075750 scopus 로고    scopus 로고
    • For recent examples, see: a
    • For recent examples, see: (a) Wei, C.; Li, Z.; Li, C.-J. Synlett 2004, 1472-1483.
    • (2004) Synlett , pp. 1472-1483
    • Wei, C.1    Li, Z.2    Li, C.-J.3
  • 13
    • 0001117777 scopus 로고    scopus 로고
    • The reaction of N,N-dimethylthiobenzamide with 2a was reported to give benzophenone in good yield: Tominaga, Y.; Kohra, S.; Hosomi, A. Tetrahedron Lett. 1987, 28, 1529-1531.
    • The reaction of N,N-dimethylthiobenzamide with 2a was reported to give benzophenone in good yield: Tominaga, Y.; Kohra, S.; Hosomi, A. Tetrahedron Lett. 1987, 28, 1529-1531.
  • 14
    • 33846606425 scopus 로고    scopus 로고
    • 13C NMR spectrum. See Supporting Information.
    • 13C NMR spectrum. See Supporting Information.
  • 15
    • 8744224288 scopus 로고    scopus 로고
    • In the boron trichloride-mediated reaction of lithium allyloxides, benzyloxides, and propargyloxides, initially formed OLi groups have been postulated to be converted to the corresponding oxyboron halides, which then work as a leaving group: (a) Kabalka, G. W, Wu, Z, Ju, Y. Org. Lett. 2004, 6, 3929-3931
    • In the boron trichloride-mediated reaction of lithium allyloxides, benzyloxides, and propargyloxides, initially formed OLi groups have been postulated to be converted to the corresponding oxyboron halides, which then work as a leaving group: (a) Kabalka, G. W.; Wu, Z.; Ju, Y. Org. Lett. 2004, 6, 3929-3931.
  • 21
    • 33748482009 scopus 로고    scopus 로고
    • Ferrocenyllithium was generated by reacting ferrocene with tert-butyl-lithium. By using this method, the corresponding Li reagent was reported to be generated in ca. 60% yields: Guillaneux, D.; Kagan, H. B. J. Org. Chem. 1995, 60, 2502-2505.
    • Ferrocenyllithium was generated by reacting ferrocene with tert-butyl-lithium. By using this method, the corresponding Li reagent was reported to be generated in ca. 60% yields: Guillaneux, D.; Kagan, H. B. J. Org. Chem. 1995, 60, 2502-2505.
  • 22
    • 4544311534 scopus 로고    scopus 로고
    • 4-Chlorophenylmagnesium chloride was generated by using the literature procedure: Krasovskiy, A.; Knochel, P. Angew. Chem., Int. Ed. 2004, 43, 3333-3336.
    • 4-Chlorophenylmagnesium chloride was generated by using the literature procedure: Krasovskiy, A.; Knochel, P. Angew. Chem., Int. Ed. 2004, 43, 3333-3336.
  • 23
    • 33748181051 scopus 로고    scopus 로고
    • For a recent example of synthesis of diarylmethylamines via Mannich-type, reaction of in situ generated iminium salts with organozinc reagents, see
    • For a recent example of synthesis of diarylmethylamines via Mannich-type, reaction of in situ generated iminium salts with organozinc reagents, see: Gall, E. L.; Troupel, M.; Nédélec, J.-Y. Tetrahedron 2006, 62, 9953-9965.
    • (2006) Tetrahedron , vol.62 , pp. 9953-9965
    • Gall, E.L.1    Troupel, M.2    Nédélec, J.-Y.3
  • 26
    • 33846582985 scopus 로고    scopus 로고
    • Eur. Pat. Appl. 1236722, 201336
    • Kudo, J.; Hirata, N.; Yoshida, T. Eur. Pat. Appl. 1236722, 2002; Chem Abstr. 2002, 137, 201336.
    • (2002) Chem Abstr , vol.137
    • Kudo, J.1    Hirata, N.2    Yoshida, T.3
  • 29
    • 33846611546 scopus 로고    scopus 로고
    • Gaitonde, A.; Mangle, M. Brit. UK Pat. Appl. 2409453, 2005; Chem Abstr. 2005, 143, 77963.
    • Gaitonde, A.; Mangle, M. Brit. UK Pat. Appl. 2409453, 2005; Chem Abstr. 2005, 143, 77963.
  • 32
    • 0346908681 scopus 로고    scopus 로고
    • For reviews, see: (a) Yamamoto, H, Oshima, K, Eds, Wiley-VCH: Weinheim
    • For reviews, see: (a) Yamamoto, H., Oshima, K., Eds. Main Group Metals in Organic Synthesis; Wiley-VCH: Weinheim, 2004; Vol. 1.
    • (2004) Main Group Metals in Organic Synthesis , vol.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.