메뉴 건너뛰기




Volumn , Issue 8, 2003, Pages 1382-1385

Arylation of allylic alcohols in ionic liquids catalysed by a Pd-benzothiazole carbene complex

Author keywords

Allylic alcohols; Carbenes; Homogeneous catalysis; Ionic liquids; Palladium

Indexed keywords

ALLYL ALCOHOL; BENZOTHIAZOLE DERIVATIVE; CARBENE; CARBONYL DERIVATIVE; ION; PALLADIUM; SOLVENT; TETRABUTYLAMMONIUM;

EID: 0038709313     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200390194     Document Type: Article
Times cited : (61)

References (44)
  • 15
    • 0000279636 scopus 로고
    • For reviews on Heck reactions see: [10a] A. de Meijere, F. E. Meyer, Angew. Chem. 1994, 106, 2473, Angew. Chem. Int. Ed. Engl. 1994, 33, 2379-2411. [10b] W. Cabri, I. Candiani, Acc. Chem. Res. 1995, 28, 2-7. [10c] G. T. Crisp, Chem. Soc. Rev. 1998, 27, 427-436. [10d] J. P. Genet, M. J. Savignac, J. Organomet. Chem. 1999, 576, 305-317. [10e] I. P. Beletskaya, A. V. Cheprakov, Chem. Rev. 2000, 100, 3009-3066.
    • (1994) Angew. Chem. , vol.106 , pp. 2473
    • De Meijere, A.1    Meyer, F.E.2
  • 16
    • 0001217660 scopus 로고
    • For reviews on Heck reactions see: [10a] A. de Meijere, F. E. Meyer, Angew. Chem. 1994, 106, 2473, Angew. Chem. Int. Ed. Engl. 1994, 33, 2379-2411. [10b] W. Cabri, I. Candiani, Acc. Chem. Res. 1995, 28, 2-7. [10c] G. T. Crisp, Chem. Soc. Rev. 1998, 27, 427-436. [10d] J. P. Genet, M. J. Savignac, J. Organomet. Chem. 1999, 576, 305-317. [10e] I. P. Beletskaya, A. V. Cheprakov, Chem. Rev. 2000, 100, 3009-3066.
    • (1994) Angew. Chem. Int. Ed. Engl. , vol.33 , pp. 2379-2411
  • 17
    • 0038584673 scopus 로고
    • For reviews on Heck reactions see: [10a] A. de Meijere, F. E. Meyer, Angew. Chem. 1994, 106, 2473, Angew. Chem. Int. Ed. Engl. 1994, 33, 2379-2411. [10b] W. Cabri, I. Candiani, Acc. Chem. Res. 1995, 28, 2-7. [10c] G. T. Crisp, Chem. Soc. Rev. 1998, 27, 427-436. [10d] J. P. Genet, M. J. Savignac, J. Organomet. Chem. 1999, 576, 305-317. [10e] I. P. Beletskaya, A. V. Cheprakov, Chem. Rev. 2000, 100, 3009-3066.
    • (1995) Acc. Chem. Res. , vol.28 , pp. 2-7
    • Cabri, W.1    Candiani, I.2
  • 18
    • 0032335204 scopus 로고    scopus 로고
    • For reviews on Heck reactions see: [10a] A. de Meijere, F. E. Meyer, Angew. Chem. 1994, 106, 2473, Angew. Chem. Int. Ed. Engl. 1994, 33, 2379-2411. [10b] W. Cabri, I. Candiani, Acc. Chem. Res. 1995, 28, 2-7. [10c] G. T. Crisp, Chem. Soc. Rev. 1998, 27, 427-436. [10d] J. P. Genet, M. J. Savignac, J. Organomet. Chem. 1999, 576, 305-317. [10e] I. P. Beletskaya, A. V. Cheprakov, Chem. Rev. 2000, 100, 3009-3066.
    • (1998) Chem. Soc. Rev. , vol.27 , pp. 427-436
    • Crisp, G.T.1
  • 19
    • 0037989563 scopus 로고    scopus 로고
    • For reviews on Heck reactions see: [10a] A. de Meijere, F. E. Meyer, Angew. Chem. 1994, 106, 2473, Angew. Chem. Int. Ed. Engl. 1994, 33, 2379-2411. [10b] W. Cabri, I. Candiani, Acc. Chem. Res. 1995, 28, 2-7. [10c] G. T. Crisp, Chem. Soc. Rev. 1998, 27, 427-436. [10d] J. P. Genet, M. J. Savignac, J. Organomet. Chem. 1999, 576, 305-317. [10e] I. P. Beletskaya, A. V. Cheprakov, Chem. Rev. 2000, 100, 3009-3066.
    • (1999) J. Organomet. Chem. , vol.576 , pp. 305-317
    • Genet, J.P.1    Savignac, M.J.2
  • 20
    • 0034249671 scopus 로고    scopus 로고
    • For reviews on Heck reactions see: [10a] A. de Meijere, F. E. Meyer, Angew. Chem. 1994, 106, 2473, Angew. Chem. Int. Ed. Engl. 1994, 33, 2379-2411. [10b] W. Cabri, I. Candiani, Acc. Chem. Res. 1995, 28, 2-7. [10c] G. T. Crisp, Chem. Soc. Rev. 1998, 27, 427-436. [10d] J. P. Genet, M. J. Savignac, J. Organomet. Chem. 1999, 576, 305-317. [10e] I. P. Beletskaya, A. V. Cheprakov, Chem. Rev. 2000, 100, 3009-3066.
    • (2000) Chem. Rev. , vol.100 , pp. 3009-3066
    • Beletskaya, I.P.1    Cheprakov, A.V.2
  • 21
    • 37049081134 scopus 로고
    • For regioselective synthesis of aryl-substituted allylic alcohols see: [11a] T. J. Jeffery, J. Chem. Soc., Chem. Commun. 1991, 324-325. [11b] E. Bernocchi, S. Cacchi, P. G. Ciattini, E. Morera, G. Ortar, Tetrahedron Lett. 1992, 33, 3073-3076. [11c] SK. Kang, H-W. Lee, S-B. Jang, T-H. Kim, S-J. Pyun, J. Org. Chem. 1996, 61, 2604-2605.
    • (1991) J. Chem. Soc., Chem. Commun. , pp. 324-325
    • Jeffery, T.J.1
  • 22
    • 0026650694 scopus 로고
    • For regioselective synthesis of aryl-substituted allylic alcohols see: [11a] T. J. Jeffery, J. Chem. Soc., Chem. Commun. 1991, 324-325. [11b] E. Bernocchi, S. Cacchi, P. G. Ciattini, E. Morera, G. Ortar, Tetrahedron Lett. 1992, 33, 3073-3076. [11c] SK. Kang, H-W. Lee, S-B. Jang, T-H. Kim, S-J. Pyun, J. Org. Chem. 1996, 61, 2604-2605.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 3073-3076
    • Bernocchi, E.1    Cacchi, S.2    Ciattini, P.G.3    Morera, E.4    Ortar, G.5
  • 23
    • 0000882877 scopus 로고    scopus 로고
    • For regioselective synthesis of aryl-substituted allylic alcohols see: [11a] T. J. Jeffery, J. Chem. Soc., Chem. Commun. 1991, 324-325. [11b] E. Bernocchi, S. Cacchi, P. G. Ciattini, E. Morera, G. Ortar, Tetrahedron Lett. 1992, 33, 3073-3076. [11c] SK. Kang, H-W. Lee, S-B. Jang, T-H. Kim, S-J. Pyun, J. Org. Chem. 1996, 61, 2604-2605.
    • (1996) J. Org. Chem. , vol.61 , pp. 2604-2605
    • Kang, S.K.1    Lee, H.-W.2    Jang, S.-B.3    Kim, T.-H.4    Pyun, S.-J.5
  • 25
    • 0034056855 scopus 로고    scopus 로고
    • V. Calò, R. Del Sole, A. Nacci, E. Schingaro, F. Scordari, Eur. J. Org. Chem. 2000, 869-871. For examples of Heck reactions catalysed by Pd-imidazole carbenes complexes see: [13a] W. H. Herrmann, M. Elison, J. Fisher, K. Köcher, G. R. J. Artus, Angew. Chem. 1995, 107, 2563-2565; Angew. Chem. Int. Ed. Engl. 1995, 34, 2371-2374. [13b] T. Weskamp, V. P. W. Böhm, W. A. Herrmann, J. Organomet. Chem. 1999, 585, 348-352. [13c] V. P. W. Böhm, W. A. Herrmann, Chem. Eur. J. 2000, 6, 1017-1025. [13d] L. Xu, W. Chen, J. Xiao, Organometallics 2000, 19, 1123-1127.
    • (2000) Eur. J. Org. Chem. , pp. 869-871
    • Calò, V.1    Del Sole, R.2    Nacci, A.3    Schingaro, E.4    Scordari, F.5
  • 26
    • 0009976980 scopus 로고
    • V. Calò, R. Del Sole, A. Nacci, E. Schingaro, F. Scordari, Eur. J. Org. Chem. 2000, 869-871. For examples of Heck reactions catalysed by Pd-imidazole carbenes complexes see: [13a] W. H. Herrmann, M. Elison, J. Fisher, K. Köcher, G. R. J. Artus, Angew. Chem. 1995, 107, 2563-2565; Angew. Chem. Int. Ed. Engl. 1995, 34, 2371-2374. [13b] T. Weskamp, V. P. W. Böhm, W. A. Herrmann, J. Organomet. Chem. 1999, 585, 348-352. [13c] V. P. W. Böhm, W. A. Herrmann, Chem. Eur. J. 2000, 6, 1017-1025. [13d] L. Xu, W. Chen, J. Xiao, Organometallics 2000, 19, 1123-1127.
    • (1995) Angew. Chem. , vol.107 , pp. 2563-2565
    • Herrmann, W.H.1    Elison, M.2    Fisher, J.3    Köcher, K.4    Artus, G.R.J.5
  • 27
    • 33749349096 scopus 로고
    • V. Calò, R. Del Sole, A. Nacci, E. Schingaro, F. Scordari, Eur. J. Org. Chem. 2000, 869-871. For examples of Heck reactions catalysed by Pd-imidazole carbenes complexes see: [13a] W. H. Herrmann, M. Elison, J. Fisher, K. Köcher, G. R. J. Artus, Angew. Chem. 1995, 107, 2563-2565; Angew. Chem. Int. Ed. Engl. 1995, 34, 2371-2374. [13b] T. Weskamp, V. P. W. Böhm, W. A. Herrmann, J. Organomet. Chem. 1999, 585, 348-352. [13c] V. P. W. Böhm, W. A. Herrmann, Chem. Eur. J. 2000, 6, 1017-1025. [13d] L. Xu, W. Chen, J. Xiao, Organometallics 2000, 19, 1123-1127.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 2371-2374
  • 28
    • 0004515138 scopus 로고    scopus 로고
    • V. Calò, R. Del Sole, A. Nacci, E. Schingaro, F. Scordari, Eur. J. Org. Chem. 2000, 869-871. For examples of Heck reactions catalysed by Pd-imidazole carbenes complexes see: [13a] W. H. Herrmann, M. Elison, J. Fisher, K. Köcher, G. R. J. Artus, Angew. Chem. 1995, 107, 2563-2565; Angew. Chem. Int. Ed. Engl. 1995, 34, 2371-2374. [13b] T. Weskamp, V. P. W. Böhm, W. A. Herrmann, J. Organomet. Chem. 1999, 585, 348-352. [13c] V. P. W. Böhm, W. A. Herrmann, Chem. Eur. J. 2000, 6, 1017-1025. [13d] L. Xu, W. Chen, J. Xiao, Organometallics 2000, 19, 1123-1127.
    • (1999) J. Organomet. Chem. , vol.585 , pp. 348-352
    • Weskamp, T.1    Böhm, V.P.W.2    Herrmann, W.A.3
  • 29
    • 0034677686 scopus 로고    scopus 로고
    • V. Calò, R. Del Sole, A. Nacci, E. Schingaro, F. Scordari, Eur. J. Org. Chem. 2000, 869-871. For examples of Heck reactions catalysed by Pd-imidazole carbenes complexes see: [13a] W. H. Herrmann, M. Elison, J. Fisher, K. Köcher, G. R. J. Artus, Angew. Chem. 1995, 107, 2563-2565; Angew. Chem. Int. Ed. Engl. 1995, 34, 2371-2374. [13b] T. Weskamp, V. P. W. Böhm, W. A. Herrmann, J. Organomet. Chem. 1999, 585, 348-352. [13c] V. P. W. Böhm, W. A. Herrmann, Chem. Eur. J. 2000, 6, 1017-1025. [13d] L. Xu, W. Chen, J. Xiao, Organometallics 2000, 19, 1123-1127.
    • (2000) Chem. Eur. J. , vol.6 , pp. 1017-1025
    • Böhm, V.P.W.1    Herrmann, W.A.2
  • 30
    • 0001097992 scopus 로고    scopus 로고
    • V. Calò, R. Del Sole, A. Nacci, E. Schingaro, F. Scordari, Eur. J. Org. Chem. 2000, 869-871. For examples of Heck reactions catalysed by Pd-imidazole carbenes complexes see: [13a] W. H. Herrmann, M. Elison, J. Fisher, K. Köcher, G. R. J. Artus, Angew. Chem. 1995, 107, 2563-2565; Angew. Chem. Int. Ed. Engl. 1995, 34, 2371-2374. [13b] T. Weskamp, V. P. W. Böhm, W. A. Herrmann, J. Organomet. Chem. 1999, 585, 348-352. [13c] V. P. W. Böhm, W. A. Herrmann, Chem. Eur. J. 2000, 6, 1017-1025. [13d] L. Xu, W. Chen, J. Xiao, Organometallics 2000, 19, 1123-1127.
    • (2000) Organometallics , vol.19 , pp. 1123-1127
    • Xu, L.1    Chen, W.2    Xiao, J.3
  • 31
    • 1542604569 scopus 로고    scopus 로고
    • Examples of Heck reactions of unsubstituted acrylates in ionic liquids such as imidazolium or pyridinium salts have been reported: [14a] D. E. Kaufmann, M. Nouroozian, H. Henze, Synlett 1996, 1091-1092. [14b] C. de Bellefon, E. Pollet, P. Grenouillet, J. Mol. Catal. A. 1999, 145, 122-126. [14c] W. A. Herrmann, V. P. W. Böhm, J. Organomet. Chem. 1999, 572, 141-145. [14d] A. J. Carmichael, M. J. Earle, J. D. Holbrey, P. B. McCormac, K. R. Seddon, Org. Lett. 1999, 1, 997-1000.
    • (1996) Synlett , pp. 1091-1092
    • Kaufmann, D.E.1    Nouroozian, M.2    Henze, H.3
  • 32
    • 0033536443 scopus 로고    scopus 로고
    • Examples of Heck reactions of unsubstituted acrylates in ionic liquids such as imidazolium or pyridinium salts have been reported: [14a] D. E. Kaufmann, M. Nouroozian, H. Henze, Synlett 1996, 1091-1092. [14b] C. de Bellefon, E. Pollet, P. Grenouillet, J. Mol. Catal. A. 1999, 145, 122-126. [14c] W. A. Herrmann, V. P. W. Böhm, J. Organomet. Chem. 1999, 572, 141-145. [14d] A. J. Carmichael, M. J. Earle, J. D. Holbrey, P. B. McCormac, K. R. Seddon, Org. Lett. 1999, 1, 997-1000.
    • (1999) J. Mol. Catal. A , vol.145 , pp. 122-126
    • De Bellefon, C.1    Pollet, E.2    Grenouillet, P.3
  • 33
    • 0001757814 scopus 로고    scopus 로고
    • Examples of Heck reactions of unsubstituted acrylates in ionic liquids such as imidazolium or pyridinium salts have been reported: [14a] D. E. Kaufmann, M. Nouroozian, H. Henze, Synlett 1996, 1091-1092. [14b] C. de Bellefon, E. Pollet, P. Grenouillet, J. Mol. Catal. A. 1999, 145, 122-126. [14c] W. A. Herrmann, V. P. W. Böhm, J. Organomet. Chem. 1999, 572, 141-145. [14d] A. J. Carmichael, M. J. Earle, J. D. Holbrey, P. B. McCormac, K. R. Seddon, Org. Lett. 1999, 1, 997-1000.
    • (1999) J. Organomet. Chem. , vol.572 , pp. 141-145
    • Herrmann, W.A.1    Böhm, V.P.W.2
  • 34
    • 0001322053 scopus 로고    scopus 로고
    • Examples of Heck reactions of unsubstituted acrylates in ionic liquids such as imidazolium or pyridinium salts have been reported: [14a] D. E. Kaufmann, M. Nouroozian, H. Henze, Synlett 1996, 1091-1092. [14b] C. de Bellefon, E. Pollet, P. Grenouillet, J. Mol. Catal. A. 1999, 145, 122-126. [14c] W. A. Herrmann, V. P. W. Böhm, J. Organomet. Chem. 1999, 572, 141-145. [14d] A. J. Carmichael, M. J. Earle, J. D. Holbrey, P. B. McCormac, K. R. Seddon, Org. Lett. 1999, 1, 997-1000.
    • (1999) Org. Lett. , vol.1 , pp. 997-1000
    • Carmichael, A.J.1    Earle, M.J.2    Holbrey, J.D.3    McCormac, P.B.4    Seddon, K.R.5
  • 40
    • 33750236967 scopus 로고
    • W. A. Herrmann, C. Brossmer, K. Öfele, C.-P. Reisinger, T. Priermeier, M. Beller, H. Fisher, Angew. Chem. 1995, 107, 1989-1992; Angew. Chem. Int. Ed. Engl. 1995, 34, 1844-1848.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 1844-1848


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.