메뉴 건너뛰기




Volumn 7, Issue 1, 2005, Pages 143-145

New synthesis of benzothiazines and benzoisothiazoles containing a sulfoximine functional group

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE DERIVATIVE; BENZOTHIAZINE DERIVATIVE; BENZOTHIAZOLE DERIVATIVE; FUNCTIONAL GROUP; IMINE; PALLADIUM; SULFOXIDE;

EID: 19944431985     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047781j     Document Type: Article
Times cited : (63)

References (48)
  • 1
    • 2942609168 scopus 로고    scopus 로고
    • For reviews, see: (a) Zeni, G.; Larock, R. C. Chem. Rev. 2004, 104, 2285. (b) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127.
    • (2004) Chem. Rev. , vol.104 , pp. 2285
    • Zeni, G.1    Larock, R.C.2
  • 2
    • 2942557280 scopus 로고    scopus 로고
    • For reviews, see: (a) Zeni, G.; Larock, R. C. Chem. Rev. 2004, 104, 2285. (b) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127.
    • (2004) Chem. Rev. , vol.104 , pp. 2127
    • Nakamura, I.1    Yamamoto, Y.2
  • 3
    • 0035856970 scopus 로고    scopus 로고
    • For some recent examples, see: (a) Dai, G.; Larock, R. C. Org. Lett. 2001, 3, 4035. (b) Ohtaka, M.; Nakamura, H.; Yamamoto, Y. Tetrahedron Lett. 2004, 45, 7339. (c) Patil, N. T.; Yamamoto, Y. J. Org. Chem. 2004, 69, 5139.
    • (2001) Org. Lett. , vol.3 , pp. 4035
    • Dai, G.1    Larock, R.C.2
  • 4
    • 4444368343 scopus 로고    scopus 로고
    • For some recent examples, see: (a) Dai, G.; Larock, R. C. Org. Lett. 2001, 3, 4035. (b) Ohtaka, M.; Nakamura, H.; Yamamoto, Y. Tetrahedron Lett. 2004, 45, 7339. (c) Patil, N. T.; Yamamoto, Y. J. Org. Chem. 2004, 69, 5139.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 7339
    • Ohtaka, M.1    Nakamura, H.2    Yamamoto, Y.3
  • 5
    • 3543001648 scopus 로고    scopus 로고
    • For some recent examples, see: (a) Dai, G.; Larock, R. C. Org. Lett. 2001, 3, 4035. (b) Ohtaka, M.; Nakamura, H.; Yamamoto, Y. Tetrahedron Lett. 2004, 45, 7339. (c) Patil, N. T.; Yamamoto, Y. J. Org. Chem. 2004, 69, 5139.
    • (2004) J. Org. Chem. , vol.69 , pp. 5139
    • Patil, N.T.1    Yamamoto, Y.2
  • 22
    • 0002384865 scopus 로고
    • A limited number of cyclic sulfoximines related to 3 are known. See: (a) Williams, T. R.; Cram, D. J. J. Org. Chem. 1973, 38, 20. (b) Stoss, P.; Satzinger, G. Chem. Ber. 1972, 105, 2575. (c) Williams, T. R.; Cram, D. J. J. Am. Chem. Soc. 1971, 93, 7333.
    • (1973) J. Org. Chem. , vol.38 , pp. 20
    • Williams, T.R.1    Cram, D.J.2
  • 23
    • 84982070803 scopus 로고
    • A limited number of cyclic sulfoximines related to 3 are known. See: (a) Williams, T. R.; Cram, D. J. J. Org. Chem. 1973, 38, 20. (b) Stoss, P.; Satzinger, G. Chem. Ber. 1972, 105, 2575. (c) Williams, T. R.; Cram, D. J. J. Am. Chem. Soc. 1971, 93, 7333.
    • (1972) Chem. Ber. , vol.105 , pp. 2575
    • Stoss, P.1    Satzinger, G.2
  • 24
    • 0007734627 scopus 로고
    • A limited number of cyclic sulfoximines related to 3 are known. See: (a) Williams, T. R.; Cram, D. J. J. Org. Chem. 1973, 38, 20. (b) Stoss, P.; Satzinger, G. Chem. Ber. 1972, 105, 2575. (c) Williams, T. R.; Cram, D. J. J. Am. Chem. Soc. 1971, 93, 7333.
    • (1971) J. Am. Chem. Soc. , vol.93 , pp. 7333
    • Williams, T.R.1    Cram, D.J.2
  • 38
    • 0034733535 scopus 로고    scopus 로고
    • But see also: (b) Kundu, N. G.; Khan, M. W. Tetrahedron 2000, 56, 4777. (c) Asao, N.; Nogami, T.; Takahashi, K.; Yamamoto, Y. J. Am. Chem. Soc. 2002, 124, 764.
    • (2000) Tetrahedron , vol.56 , pp. 4777
    • Kundu, N.G.1    Khan, M.W.2
  • 40
    • 12344328775 scopus 로고    scopus 로고
    • note
    • At the suggestion of a referee, we conducted a reaction with 8 and an internal alkyne. The reaction of 8 with 4-octyne under our reported reaction conditions afforded recovered starting material (50%) as well as a small amount of an unidentified product that did not incorporate 4-octyne and was not a benzothiazine or isobenzothiazole.
  • 47
    • 12344306592 scopus 로고    scopus 로고
    • note
    • 3 under an oxygen atmosphere, proton NMR analysis suggested the formation of a 25% yield of 12. After 36 h, tert-butylbenzaldehyde was isolated in 20% yield along with 61% of recovered 10n. Compound 12 did not elute from the silica column, even after flushing with polar solvents.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.