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Volumn 64, Issue 38, 2008, Pages 9060-9072

A solid-phase synthetic method for 3,4-dihydro-1H-2,1-benzothiazin-4-one 2,2-dioxide derivatives

Author keywords

Benzothiazine; Combinatorial chemistry; Cyclative cleavage; Solid phase synthesis

Indexed keywords

3,4 DIHYDRO 1H 2,1 BENZOTHIAZIN 4 ONE 2,2 DIOXIDE DERIVATIVE; ANTHRANILIC ACID DERIVATIVE; CHLORIDE; OXIDE; POLYMER; SULFONIC ACID DERIVATIVE;

EID: 48549085485     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.07.031     Document Type: Article
Times cited : (22)

References (56)
  • 3
    • 84944037253 scopus 로고    scopus 로고
    • 1,2-Thiazines and their Benzo Derivatives
    • For a general reference for 1,2-thiazines, see:. Katritzky A.R., Rees C.W., and Scriven E.F.V. (Eds), Pergamon, Oxford
    • For a general reference for 1,2-thiazines, see:. Garigipati R.S., and Weinreb S.M. 1,2-Thiazines and their Benzo Derivatives. In: Katritzky A.R., Rees C.W., and Scriven E.F.V. (Eds). Comprehensive Heterocyclic Chemistry II Vol. 6 (1996), Pergamon, Oxford 349-382
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.6 , pp. 349-382
    • Garigipati, R.S.1    Weinreb, S.M.2
  • 5
    • 48549086193 scopus 로고    scopus 로고
    • Nie, H.; Widdowson, K.L. WO 9834929, 1998;
    • Nie, H.; Widdowson, K.L. WO 9834929, 1998;
  • 6
    • 48549106343 scopus 로고    scopus 로고
    • Chem. Abstr. 129 (1998) 1756451
    • (1998) Chem. Abstr. , vol.129 , pp. 1756451
  • 7
    • 48549084053 scopus 로고    scopus 로고
    • Fairhurst, J.; Gallagher, P. WO 2001087881, 2001;
    • Fairhurst, J.; Gallagher, P. WO 2001087881, 2001;
  • 8
    • 84922654531 scopus 로고    scopus 로고
    • Chem. Abstr. 136 (2001) 6015
    • (2001) Chem. Abstr. , vol.136 , pp. 6015
  • 9
    • 48549105285 scopus 로고    scopus 로고
    • Li, W.; Marlowe, C. K.; Scarborough, R. M. WO 2001072725, 2001;
    • Li, W.; Marlowe, C. K.; Scarborough, R. M. WO 2001072725, 2001;
  • 10
    • 48549089321 scopus 로고    scopus 로고
    • Chem. Abstr. 135 (2001) 288798
    • (2001) Chem. Abstr. , vol.135 , pp. 288798
  • 11
    • 48549100679 scopus 로고    scopus 로고
    • Yoakim, C.; O'Meara, J.; Simoneau, B.; Ogilvie, W. W.; Deziel, R. WO 2004026875, 2004;
    • Yoakim, C.; O'Meara, J.; Simoneau, B.; Ogilvie, W. W.; Deziel, R. WO 2004026875, 2004;
  • 12
    • 84922623274 scopus 로고    scopus 로고
    • Chem. Abstr. 140 (2004) 303707
    • (2004) Chem. Abstr. , vol.140 , pp. 303707
  • 24
    • 48549093586 scopus 로고    scopus 로고
    • Hicks, J. L.; Roark, W. H. WO 2004014388, 2004;
    • Hicks, J. L.; Roark, W. H. WO 2004014388, 2004;
  • 25
    • 48549088858 scopus 로고    scopus 로고
    • Chem. Abstr. 140 (2004) 181456
    • (2004) Chem. Abstr. , vol.140 , pp. 181456
  • 27
    • 48549084979 scopus 로고    scopus 로고
    • Nakanishi, M.; Kobayashi, R. JP 46022152, 1971;
    • Nakanishi, M.; Kobayashi, R. JP 46022152, 1971;
  • 28
    • 84985242159 scopus 로고
    • Chem. Abstr. 75 (1971) 76820
    • (1971) Chem. Abstr. , vol.75 , pp. 76820
  • 33
    • 48549084844 scopus 로고    scopus 로고
    • 9n through further transformations. However, there has been no report regarding utilization of N-sulfonyl anthranilate resin for the synthesis of heterocyclic systems on solid phase to the best of our knowledge:
    • 9n through further transformations. However, there has been no report regarding utilization of N-sulfonyl anthranilate resin for the synthesis of heterocyclic systems on solid phase to the best of our knowledge:
  • 49
    • 48549105931 scopus 로고    scopus 로고
    • note
    • There has been no report regarding the N-sulfonylation of N-alkylanthranilates even in solution phase to the best of our knowledge, presumably due to the low reactivity of the nitrogen nucleophilic center of the N-alkylanthranilates. Our preliminary results were also not promising, so the further search was not tried for the suitable conditions.
  • 50
    • 48549093305 scopus 로고    scopus 로고
    • For representative preparative methods for sulfonic acids and sulfonates, see:
    • For representative preparative methods for sulfonic acids and sulfonates, see:
  • 52
    • 0026541201 scopus 로고
    • and the references cited therein
    • Higashiura K., and Ienaga K. J. Org. Chem. 57 (1992) 764-766 and the references cited therein
    • (1992) J. Org. Chem. , vol.57 , pp. 764-766
    • Higashiura, K.1    Ienaga, K.2
  • 53
    • 0942276310 scopus 로고    scopus 로고
    • As a related example for direct synthesis of sulfonamides from sulfonic acids and their salts using triphenylphosphine ditriflate, see:
    • As a related example for direct synthesis of sulfonamides from sulfonic acids and their salts using triphenylphosphine ditriflate, see:. Caddick S., Wilden J.D., and Judd D.B. J. Am. Chem. Soc. 126 (2004) 1024-1025
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 1024-1025
    • Caddick, S.1    Wilden, J.D.2    Judd, D.B.3
  • 54
    • 26244451284 scopus 로고    scopus 로고
    • For the utilities of the PFP sulfonate esters for the preparation of diverse sulfonamides, see: and the references cited therein
    • For the utilities of the PFP sulfonate esters for the preparation of diverse sulfonamides, see:. Wilden J.D., Judd D.B., and Caddick S. Tetrahedron Lett. 46 (2005) 7637-7640 and the references cited therein
    • (2005) Tetrahedron Lett. , vol.46 , pp. 7637-7640
    • Wilden, J.D.1    Judd, D.B.2    Caddick, S.3
  • 55
    • 70350460403 scopus 로고    scopus 로고
    • For a recent review on cyclative cleavage strategy, see:. Bannwarth W., and Hinzen B. (Eds), Wiley-VCH, Weinheim
    • For a recent review on cyclative cleavage strategy, see:. Pernerstorfer J. In: Bannwarth W., and Hinzen B. (Eds). Combinatorial Chemistry (2006), Wiley-VCH, Weinheim 111-142
    • (2006) Combinatorial Chemistry , pp. 111-142
    • Pernerstorfer, J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.