SCOPUS 정보 검색 플랫폼

Chemical Communications

Volumn , Issue 25, 2008, Pages 2935-2937

2-(Aminoaryl)alkanone O-phenyl oximes: Versatile reagents for syntheses of quinazolines

(3) Portela Cubillo, Fernando a Scott, Jackie S b Walton, John C a

a UNIVERSITY OF ST ANDREWS (United Kingdom)

b GLAXOSMITHKLINE (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

2 (AMINOARYL)ALKANONE O PHENYL OXIME DERIVATE; CARBONYL DERIVATIVE; DIHYDROQUINAZOLINE DERIVATIVE; IMINE; NITROGEN; OXIME DERIVATIVE; QUINAZOLINE; REAGENT; ZINC; ZINC CHLORIDE;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CYCLIZATION; DRUG SYNTHESIS; MICROWAVE IRRADIATION; PROTON TRANSPORT; RING CLOSING METATHESIS;

EID: 45549096875 PISSN: 13597345 EISSN: None Source Type: Journal
DOI: 10.1039/b803630f Document Type: Article

Times cited : (77)

References (31)

1
- 0142216387
- J. P. Michael Nat. Prod. Rep. 2003 20 476
- (2003) Nat. Prod. Rep. , vol.20 , pp. 476
- Michael, J.P.¹

2
- 0030888387
- J. H. Chan J. S. Hong L. F. Kuyper M. L. Jones D. P. Baccanari R. L. Tansik C. M. Boytos S. K. Rudolf A. D. Brown J. Heterocycl. Chem. 1997 34 145
- (1997) J. Heterocycl. Chem. , vol.34 , pp. 145
- Chan, J.H.¹ Hong, J.S.² Kuyper, L.F.³ Jones, M.L.⁴ Baccanari, D.P.⁵ Tansik, R.L.⁶ Boytos, C.M.⁷ Rudolf, S.K.⁸ Brown, A.D.⁹

3
- 0028982338
- S. L. Gackenheimer J. M. Schaus D. R. Gehlert J. Pharmacol. Exp. Ther. 1995 274 1558
- (1995) J. Pharmacol. Exp. Ther. , vol.274 , pp. 1558
- Gackenheimer, S.L.¹ Schaus, J.M.² Gehlert, D.R.³

4
- 0026015330
- R. O. Dempcy E. B. Skibo Biochemistry 1991 30 8480
- (1991) Biochemistry , vol.30 , pp. 8480
- Dempcy, R.O.¹ Skibo, E.B.²

5
- 0033523896
- P.-P. Kung M. D. Casper K. L. Cook L. Wilson-Lingardo L. M. Risen T. A. Vickers R. Ranken L. B. Blyn J. R. Wyatt P. D. Cook D. J. Ecker J. Med. Chem. 1999 42 4705
- (1999) J. Med. Chem. , vol.42 , pp. 4705
- Kung, P.-P.¹ Casper, M.D.² Cook, K.L.³ Wilson-Lingardo, L.⁴ Risen, L.M.⁵ Vickers, T.A.⁶ Ranken, R.⁷ Blyn, L.B.⁸ Wyatt, J.R.⁹ Cook, P.D.¹⁰ Ecker, D.J.¹¹

6
- 0037435062
- A. C. Tinker H. G. Beaton N. Broughton-Smith T. R. Cook S. L. Cooper L. Fraser-Rae K. Hallam P. Framley T. McInally D. J. Nicholls A. D. Pimm A. V. Wallace J. Med. Chem. 2003 46 913
- (2003) J. Med. Chem. , vol.46 , pp. 913
- Tinker, A.C.¹ Beaton, H.G.² Broughton-Smith, N.³ Cook, T.R.⁴ Cooper, S.L.⁵ Fraser-Rae, L.⁶ Hallam, K.⁷ Framley, P.⁸ McInally, T.⁹ Nicholls, D.J.¹⁰ Pimm, A.D.¹¹ Wallace, A.V.¹²

7
- 1842637263
- For reviews of quinazoline synthetic methods see:
- R. J. Abdel-Jalil W. Völter M. Saeed Tetrahedron Lett. 2004 45 3475
- (2004) Tetrahedron Lett. , vol.45 , pp. 3475
- Abdel-Jalil, R.J.¹ Völter, W.² Saeed, M.³

8
- 25144475990
- D. J. Connolly D. Cusack T. P. O'Sullivan P. J. Guiry Tetrahedron 2005 61 10153
- (2005) Tetrahedron , vol.61 , pp. 10153
- Connolly, D.J.¹ Cusack, D.² O'Sullivan, T.P.³ Guiry, P.J.⁴

9
- 0003607021
- A. J. Boulton, Pergamon, Oxford, 93
- K. Undheim and T. Benneche, in Comprehensive Heterocyclic Chemistry II, ed., A. J. Boulton,, Pergamon, Oxford, 1998, vol. 6, pp. 93
- (1998) Comprehensive Heterocyclic Chemistry II, Ed. , vol.6
- Undheim, K.¹ Benneche In, T.²

10
- 2142710116
- J. A. Blake D. A. Pratt S. Lin J. C. Walton P. Mulder K. U. Ingold J. Org. Chem. 2004 69 3112
- (2004) J. Org. Chem. , vol.69 , pp. 3112
- Blake, J.A.¹ Pratt, D.A.² Lin, S.³ Walton, J.C.⁴ Mulder, P.⁵ Ingold, K.U.⁶

11
- 34948849111
- For alternative methods of generating iminyl radicals see:
- F. Portela-Cubillo J. S. Scott J. C. Walton Chem. Commun. 2007 4041
- (2007) Chem. Commun. , pp. 4041
- Portela-Cubillo, F.¹ Scott, J.S.² Walton, J.C.³

12
- 34948869256
- S. Z. Zard Synlett 1996 1149
- (1996) Synlett , pp. 1149
- Zard, S.Z.¹

13
- 0000107516
- L. E. Kaim C. Meyer J. Org. Chem. 1996 61 1556
- (1996) J. Org. Chem. , vol.61 , pp. 1556
- Kaim, L.E.¹ Meyer, C.²

14
- 0035929089
- K. Takai N. Katsura Y. Kunisada Chem. Commun. 2001 1724
- (2001) Chem. Commun. , pp. 1724
- Takai, K.¹ Katsura, N.² Kunisada, Y.³

15
- 0025895479
- J. Boivin E. Fouquet S. Z. Zard Tetrahedron Lett. 1991 32 4299
- (1991) Tetrahedron Lett. , vol.32 , pp. 4299
- Boivin, J.¹ Fouquet, E.² Zard, S.Z.³

16
- 0027102939
- J. Boivin A.-M. Schiano S. Z. Zard Tetrahedron Lett. 1992 33 7849
- (1992) Tetrahedron Lett. , vol.33 , pp. 7849
- Boivin, J.¹ Schiano, A.-M.² Zard, S.Z.³

17
- 17744371450
- M. Kitamura Y. Mori K. Narasaka Tetrahedron Lett. 2005 46 2373
- (2005) Tetrahedron Lett. , vol.46 , pp. 2373
- Kitamura, M.¹ Mori, Y.² Narasaka, K.³

18
- 0242381768
- M. Yoshida M. Kitamura K. Narasaka Bull. Chem. Soc. Jpn. 2003 76 2003
- (2003) Bull. Chem. Soc. Jpn. , vol.76 , pp. 2003
- Yoshida, M.¹ Kitamura, M.² Narasaka, K.³

19
- 33747210404
- R. Alonso P. J. Campos B. Garcia M. A. Rodriguez Org. Lett. 2006 8 3521
- (2006) Org. Lett. , vol.8 , pp. 3521
- Alonso, R.¹ Campos, P.J.² Garcia, B.³ Rodriguez, M.A.⁴

20
- 0034341112
- T. Mikami K. Narasaka Chem. Lett. 2000 338
- (2000) Chem. Lett. , pp. 338
- Mikami, T.¹ Narasaka, K.²

21
- 0029083476
- D. Nanni P. Pareschi C. Rizzoli P. Sgarabotto A. Tundo Tetrahedron 1995 51 9045
- (1995) Tetrahedron , vol.51 , pp. 9045
- Nanni, D.¹ Pareschi, P.² Rizzoli, C.³ Sgarabotto, P.⁴ Tundo, A.⁵

22
- 0034743002
- The option of the aminyl radical 4b undergoing a second 5-exo-trig cyclisation onto the butenyl chain to afford a tricyclo-radical, with final production of a tetrahydropyrrolo[1,2-a]quinazoline, is a clear possibility for this species. However, none of this product was detected and evidently H-atom abstraction by 4b from the toluene solvent is too fast for the second cyclisation to compete
- R. Leardini H. McNab M. Minozzi D. Nanni J. Chem. Soc., Perkin Trans. 1 2001 1072
- (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 1072
- Leardini, R.¹ McNab, H.² Minozzi, M.³ Nanni, D.⁴

23
- 0012034204
- J. Hine M. S. Cholod W. K. Chess Jr J. Am. Chem. Soc. 1973 95 4270
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 4270
- Hine, J.¹ Cholod, M.S.² Chess Jr., W.K.³

24
- 0000131132
- J. Hine Y. Chou J. Org. Chem. 1981 46 649
- (1981) J. Org. Chem. , vol.46 , pp. 649
- Hine, J.¹ Chou, Y.²

25
- 0343594743
- S. Kim K. S. Yoon Y. S. Kim Tetrahedron 1997 38 73
- (1997) Tetrahedron , vol.38 , pp. 73
- Kim, S.¹ Yoon, K.S.² Kim, Y.S.³

26
- 0000062684
- M.-H. Le Tadic-Biadatti A.-C. Callier-Dublanchet J. H. Horner B. Quiclet-Sire S. Z. Zard M. Newcomb J. Org. Chem. 1997 62 559
- (1997) J. Org. Chem. , vol.62 , pp. 559
- Le Tadic-Biadatti, M.-H.¹ Callier-Dublanchet, A.-C.² Horner, J.H.³ Quiclet-Sire, B.⁴ Zard, S.Z.⁵ Newcomb, M.⁶

27
- 0030666083
- A. G. Fallis I. M. Brinza Tetrahedron 1997 53 17543
- (1997) Tetrahedron , vol.53 , pp. 17543
- Fallis, A.G.¹ Brinza, I.M.²

28
- 0041568539
- A. Pouilhes Y. Langlois A. Chiaroni Synlett 2003 1488
- (2003) Synlett , pp. 1488
- Pouilhes, A.¹ Langlois, Y.² Chiaroni, A.³

29
- 0001743440
- F. Fontana F. Minisci M. C. N. Barbosa E. Vismara J. Org. Chem. 1991 56 2866
- (1991) J. Org. Chem. , vol.56 , pp. 2866
- Fontana, F.¹ Minisci, F.² Barbosa, M.C.N.³ Vismara, E.⁴

30
- 0036979735
- We thank an anonymous referee for suggesting this mechanism
- F. Minisci F. Recupero C. Punta C. Gambarotti F. Antonietti F. Fontana G. F. Pedulli Chem. Commun. 2002 2496
- (2002) Chem. Commun. , pp. 2496
- Minisci, F.¹ Recupero, F.² Punta, C.³ Gambarotti, C.⁴ Antonietti, F.⁵ Fontana, F.⁶ Pedulli, G.F.⁷

31
- 34247495590
- B. M. Trost A. C. Gutierrez Org. Lett. 2007 9 1473
- (2007) Org. Lett. , vol.9 , pp. 1473
- Trost, B.M.¹ Gutierrez, A.C.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.