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Volumn 352, Issue 2-3, 2010, Pages 309-316

Synthesis of sulfoximines and sulfilimines with aryl and pyrazolylmethyl substituents

Author keywords

Heterocycles; Imination; Iron catalysis; Metal free conditions; Sulfoximines

Indexed keywords


EID: 77149125543     PISSN: 16154150     EISSN: 16154169     Source Type: Journal    
DOI: 10.1002/adsc.200900729     Document Type: Article
Times cited : (48)

References (89)
  • 1
    • 0344844429 scopus 로고    scopus 로고
    • Reviews: a
    • Reviews: a) M. Harmata, Chemtracts 2003, 16, 660-666;
    • (2003) Chemtracts , vol.16 , pp. 660-666
    • Harmata, M.1
  • 4
    • 84889271806 scopus 로고    scopus 로고
    • C. Worch, A. C. Mayer, C. Bolm, in: Organosulfur Chemistry in Asymmetric Synthesis, (Eds.: T. Toru, C. Bolm), Wiley-VCH, Weinheim, Germany, 2008, pp 209 - 232. For recent examples, see:
    • d) C. Worch, A. C. Mayer, C. Bolm, in: Organosulfur Chemistry in Asymmetric Synthesis, (Eds.: T. Toru, C. Bolm), Wiley-VCH, Weinheim, Germany, 2008, pp 209 - 232. For recent examples, see:
  • 8
    • 57349098769 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 8920-8923;
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 8920-8923
  • 15
    • 77149126019 scopus 로고    scopus 로고
    • For recent examples of the patent literature related to agrochemicals, see: a A. Jeanguenat, A. C. O'Sullivan, Syngenta, Patent WO 032462A1, 2006;
    • For recent examples of the patent literature related to agrochemicals, see: a) A. Jeanguenat, A. C. O'Sullivan, (Syngenta), Patent WO 032462A1, 2006;
  • 16
    • 77149149780 scopus 로고    scopus 로고
    • A. Jeanguenat, A. C. O'Sullivan, Syngenta, Patent WO 061200A1, 2006;
    • b) A. Jeanguenat, A. C. O'Sullivan, (Syngenta), Patent WO 061200A1, 2006;
  • 17
    • 77149148528 scopus 로고    scopus 로고
    • A. Plant, J. E. Boehmer, A. L. Peace, Syngenta, Patent WO 037945A1, 2006;
    • c) A. Plant, J. E. Boehmer, A. L. Peace, (Syngenta), Patent WO 037945A1, 2006;
  • 18
    • 77149122180 scopus 로고    scopus 로고
    • U.S. Patent 0228027A1, 2005;
    • d)Y. Zhu, R. B. Rogers, J. X. Huang, (Dow Agrosciences), U.S. Patent 0228027A1, 2005;
    • Zhu, Y.1    Rogers, R.B.2    Huang, J.X.3
  • 27
    • 77149138445 scopus 로고    scopus 로고
    • Patent WO 036892A2
    • e) W. J. Polvino, (Sapphire Therapeutics), Patent WO 036892A2, 2006;
    • (2006)
    • Polvino, W.J.1
  • 31
    • 77149175206 scopus 로고    scopus 로고
    • European Patent EP 1,710,246A1, 2006;
    • i) U. Luecking, (Schering AG), European Patent EP 1,710,246A1, 2006;
    • Luecking, U.1
  • 32
    • 77149123423 scopus 로고    scopus 로고
    • U. Luecking, B. Bader, G. Siemeister, Bayer Schering Pharma, European Patent EP 1,803,723A1, 2007;
    • j) U. Luecking, B. Bader, G. Siemeister, (Bayer Schering Pharma), European Patent EP 1,803,723A1, 2007;
  • 33
    • 77149165834 scopus 로고    scopus 로고
    • O. Prien, N. Schmees, K. Eis, J. Guenther, D. Brohm, V. Voehringer, M.-J. Volkhart, H. Beck, M. Lobell, S. Greschat, D. Lang, Bayer Schering Pharma, Patent WO 080200A1, 2009;
    • k) O. Prien, N. Schmees, K. Eis, J. Guenther, D. Brohm, V. Voehringer, M.-J. Volkhart, H. Beck, M. Lobell, S. Greschat, D. Lang, (Bayer Schering Pharma), Patent WO 080200A1, 2009;
  • 34
    • 77149136533 scopus 로고    scopus 로고
    • S. J. Shetty, G. D. Patel, B. B. Lohray, V. B. Lohray, G. Chakrabarti, A. Chatterjee, M. R. Jain, P. R. Patel, Cadila Healthcare Limited, Patent WO 077574A2, 2007;
    • l) S. J. Shetty, G. D. Patel, B. B. Lohray, V. B. Lohray, G. Chakrabarti, A. Chatterjee, M. R. Jain, P. R. Patel, (Cadila Healthcare Limited), Patent WO 077574A2, 2007;
  • 35
    • 77149175518 scopus 로고    scopus 로고
    • V. B. Pandya, P. R. Patel, Cadila Healthcare Limited, Patent WO 053999, 2009;
    • m) V. B. Pandya, P. R. Patel, (Cadila Healthcare Limited), Patent WO 053999, 2009;
  • 37
    • 0001017993 scopus 로고
    • For reviews on synthetic approaches to sulfoximines, see: a
    • For reviews on synthetic approaches to sulfoximines, see: a) C. R. Johnson, Acc. Chem. Res. 1973, 6, 341-347;
    • (1973) Acc. Chem. Res , vol.6 , pp. 341-347
    • Johnson, C.R.1
  • 38
    • 77149150408 scopus 로고
    • parts, Ed, D. Klamann, Georg Thieme Verlag, Stuttgart
    • b) Methoden der Organischen Chemie (Houben-Weyl), Vol. E11, parts 1-2, (Ed.: D. Klamann), Georg Thieme Verlag, Stuttgart, 1985;
    • (1985) Methoden der Organischen Chemie (Houben-Weyl) , vol.E11 , pp. 1-2
  • 39
  • 42
    • 0033985468 scopus 로고    scopus 로고
    • M. Reggelin, C. Zur, Synthesis 2000, 1-64;
    • f) M. Reggelin, C. Zur, Synthesis 2000, 1-64;
  • 46
    • 66149176806 scopus 로고    scopus 로고
    • For previously reported Fe-catalyzed iminations, see
    • c) O. García Mancheño, J. Dallimore, A. Plant, C. Bolm, Org. Lett. 2009, 11, 2429-2432. For previously reported Fe-catalyzed iminations, see:
    • (2009) Org. Lett , vol.11 , pp. 2429-2432
    • García Mancheño, O.1    Dallimore, J.2    Plant, A.3    Bolm, C.4
  • 49
    • 11144323895 scopus 로고    scopus 로고
    • For reviews on iron catalysis, see: a
    • For reviews on iron catalysis, see: a) C. Bolm, J. Legros, J. Le Paih, L. Zani, Chem. Rev. 2004, 104, 6217-6254;
    • (2004) Chem. Rev , vol.104 , pp. 6217-6254
    • Bolm, C.1    Legros, J.2    Le Paih, J.3    Zani, L.4
  • 53
    • 50049109778 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 3317-3321;
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 3317-3321
  • 59
    • 60149095698 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 1364-1367;
    • (2009) Angew. Chem. Int. Ed , vol.48 , pp. 1364-1367
  • 61
    • 33947334762 scopus 로고    scopus 로고
    • For other metal-catalyzed sulfur iminations, see: Cu catalysis: a H. Kwart, A. A. Kahn, J. Am. Chem. Soc. 1967, 89, 1950-1951;
    • For other metal-catalyzed sulfur iminations, see: Cu catalysis: a) H. Kwart, A. A. Kahn, J. Am. Chem. Soc. 1967, 89, 1950-1951;
  • 65
    • 0033519191 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1999, 38, 1288-1289;
    • (1999) Angew. Chem. Int. Ed , vol.38 , pp. 1288-1289
  • 69
    • 2542470498 scopus 로고    scopus 로고
    • Ag catalysis
    • h) H. Okamura, C. Bolm, Org. Lett. 2004, 6, 1305-1308; Ag catalysis:
    • (2004) Org. Lett , vol.6 , pp. 1305-1308
    • Okamura, H.1    Bolm, C.2
  • 71
    • 34848854176 scopus 로고    scopus 로고
    • For alternative metal-free sulfur iminations, see
    • a) O. García Mancheño, O. Bistri, C. Bolm, Org. Lett. 2007, 9, 3809-3811. For alternative metal-free sulfur iminations, see:
    • (2007) Org. Lett , vol.9 , pp. 3809-3811
    • García Mancheño, O.1    Bistri, O.2    Bolm, C.3
  • 76
    • 0345032703 scopus 로고    scopus 로고
    • For previous syntheses of N-cyano sulfilimines, see: a D. Swern, I. Ikeda, G. F. Whitfield, Tetrahedron Lett. 1972, 13, 2635-2638;
    • For previous syntheses of N-cyano sulfilimines, see: a) D. Swern, I. Ikeda, G. F. Whitfield, Tetrahedron Lett. 1972, 13, 2635-2638;
  • 79
    • 77149163580 scopus 로고    scopus 로고
    • ref.[3c
    • [3c]
  • 80
    • 33751392279 scopus 로고    scopus 로고
    • For examples of 4,5-disubstituted pyrazole syntheses, see: a J. Becher, P. L. Jørgensen, K. Pluta, N. J. Krake, B. Fält-Hansen, J. Org. Chem. 1992, 57, 2127-2134;
    • For examples of 4,5-disubstituted pyrazole syntheses, see: a) J. Becher, P. L. Jørgensen, K. Pluta, N. J. Krake, B. Fält-Hansen, J. Org. Chem. 1992, 57, 2127-2134;
  • 82
    • 0348169273 scopus 로고    scopus 로고
    • 2NH, see: M. P. Sibi, G. Petrovic, Tetrahedron: Asymmetry 2003, 14, 2879-2882.
    • 2NH, see: M. P. Sibi, G. Petrovic, Tetrahedron: Asymmetry 2003, 14, 2879-2882.
  • 85
    • 0034015370 scopus 로고    scopus 로고
    • For the conversion of sulfoximines to sulfones, see: a
    • For the conversion of sulfoximines to sulfones, see: a) J. Hachtel, H.-J. Gais, Eur. J. Org. Chem. 2000, 1457-1465;
    • (2000) Eur. J. Org. Chem , pp. 1457-1465
    • Hachtel, J.1    Gais, H.-J.2
  • 89
    • 70449514605 scopus 로고    scopus 로고
    • During the type-setting process a study focusing on the synthesis of aryl benzyl NH-sulfoximes was published. N. Barry, N. Brondel, S. E. Lawrence, A. R. Maguire, Tetrahedron 2009, 65, 10660-10670
    • During the type-setting process a study focusing on the synthesis of aryl benzyl NH-sulfoximes was published. N. Barry, N. Brondel, S. E. Lawrence, A. R. Maguire, Tetrahedron 2009, 65, 10660-10670.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.