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Synlett

Volumn , Issue 12, 2007, Pages 1935-1939

Palladium-mediated synthesis of calothrixin B

(3) Bernardo, Paul H a Fitriyanto, Wuri a Chai, Christina L L a

a INSTITUTE OF CHEMICAL AND ENGINEERING SCIENCES (Singapore)

Author keywords

Cyclizations; Fused ring systems; Natural products; Palladium catalyzed reactions; Quinones

Indexed keywords

3 BROMO N(2 IODOPHENYL) 2,5 DIMETHOXY N METHOXYMETHYLBENZAMIDE; 3 BROMO N(2 IODOPHENYL) 2,5 DIMETHOXYBENZAMIDE; 8 (NITROPHENYL 2 YL) 7,10 DIMETHOXY 5 METHOXYMETHYLPHENANTHRIDIN 6 ONE; 8 BROMO 7,10 DIMETHOXY 5 METHOXYMETHYLPHENANTHRIDIN 6 ONE; BENZAMIDE DERIVATIVE; CALOTHRIN A; CALOTHRIXIN B; PALLADIUM; PHENANTHRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

EID: 34547660189 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2007-984520 Document Type: Article

Times cited : (32)

References (19)

1
- 0033585089
- Rickards, R. W.; Rothschild, J. M.; Willis, A. C.; de Chazal, N. M.; Kirk, J.; Kirk, K.; Saliba, K. J.; Smith, G. D. Tetrahedron 1999, 55, 13513.
- (1999) Tetrahedron , vol.55 , pp. 13513
- Rickards, R.W.¹ Rothschild, J.M.² Willis, A.C.³ de Chazal, N.M.⁴ Kirk, J.⁵ Kirk, K.⁶ Saliba, K.J.⁷ Smith, G.D.⁸

2
- 0034676524
- (a) Kelly, T. R.; Zhao, Y.; Cavero, M.; Torneiro, M. Org. Lett. 2000, 2, 3735.
- (2000) Org. Lett , vol.2 , pp. 3735
- Kelly, T.R.¹ Zhao, Y.² Cavero, M.³ Torneiro, M.⁴

3
- 0242409106
- (b) Bernardo, P. H.; Chai, C. L. L. J. Org. Chem. 2003, 68, 8906.
- (2003) J. Org. Chem , vol.68 , pp. 8906
- Bernardo, P.H.¹ Chai, C.L.L.²

4
- 0037090328
- (c) Bernardo, P. H.; Chai, C. L. L.; Elix, J. A. Tetrahedron Lett. 2002, 43, 2939.
- (2002) Tetrahedron Lett , vol.43 , pp. 2939
- Bernardo, P.H.¹ Chai, C.L.L.² Elix, J.A.³

5
- 9644268881
- (d) Sissouma, D.; Collet, S. C.; Guingant, A. Y. Synlett 2004, 2612.
- (2004) Synlett , pp. 2612
- Sissouma, D.¹ Collet, S.C.² Guingant, A.Y.³

6
- 33750466576
- (e) Sissouma, D.; Maingot, L.; Collet, S.; Guingant, A. J. Org. Chem. 2006, 71, 8384.
- (2006) J. Org. Chem , vol.71 , pp. 8384
- Sissouma, D.¹ Maingot, L.² Collet, S.³ Guingant, A.⁴

7
- 21844455808
- (f) Tohyama, S.; Choshi, T.; Matsumoto, K.; Yamabuki, A.; Ikegata, K.; Nobuhiro, J.; Hibino, S. Tetrahedron Lett. 2005, 46, 5263.
- (2005) Tetrahedron Lett , vol.46 , pp. 5263
- Tohyama, S.¹ Choshi, T.² Matsumoto, K.³ Yamabuki, A.⁴ Ikegata, K.⁵ Nobuhiro, J.⁶ Hibino, S.⁷

8
- 33745683898
- (g) Yamabuki, A.; Fujinawa, H.; Choshi, T.; Tohyama, S.; Matsumoto, K.; Ohmura, K.; Nobuhiro, J.; Hibino, S. Tetrahedron Lett. 2006, 47, 5859.
- (2006) Tetrahedron Lett , vol.47 , pp. 5859
- Yamabuki, A.¹ Fujinawa, H.² Choshi, T.³ Tohyama, S.⁴ Matsumoto, K.⁵ Ohmura, K.⁶ Nobuhiro, J.⁷ Hibino, S.⁸

9
- 33644782567
- (h) Bennasar, M. L.; Roca, T.; Ferrando, F. Org. Lett. 2006, 8, 561.
- (2006) Org. Lett , vol.8 , pp. 561
- Bennasar, M.L.¹ Roca, T.² Ferrando, F.³

10
- 33845232238
- (i) Sperry, J.; McErlean, C. S. P.; Slawin, A. M. Z.; Moody, C. J. Tetrahedron Lett. 2006, 48, 231.
- (2006) Tetrahedron Lett , vol.48 , pp. 231
- Sperry, J.¹ McErlean, C.S.P.² Slawin, A.M.Z.³ Moody, C.J.⁴

11
- 37049171812
- Rubenstein, L. J. Chem. Soc. 1925, 1998.
- (1998) J. Chem. Soc , vol.1925
- Rubenstein, L.¹

12
- 0035820163
- Harayama, T.; Akamatsu, H.; Okamura, K.; Miyagoe, T.; Akiyama, T.; Abe, H.; Takeuchi, Y. J. Chem. Soc., Perkin Trans. 1 2001, 523.
- (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 523
- Harayama, T.¹ Akamatsu, H.² Okamura, K.³ Miyagoe, T.⁴ Akiyama, T.⁵ Abe, H.⁶ Takeuchi, Y.⁷

13
- 0034712161
- Wolfe, J. P.; Buchwald, S. L. J. Org. Chem. 2000, 65, 1144.
- (2000) J. Org. Chem , vol.65 , pp. 1144
- Wolfe, J.P.¹ Buchwald, S.L.²

14
- 85004464969
- Furukawa, H.; Ito, C.; Yogo, M.; Wu, T.-S. Chem. Pharm. Bull. 1986, 34, 2672.
- (1986) Chem. Pharm. Bull , vol.34 , pp. 2672
- Furukawa, H.¹ Ito, C.² Yogo, M.³ Wu, T.-S.⁴

15
- 0036826933
- Knölker, H.-J.; Reddy, K. R. Chem. Rev. 2002, 102, 4303.
- (2002) Chem. Rev , vol.102 , pp. 4303
- Knölker, H.-J.¹ Reddy, K.R.²

16
- 37049054527
- (a) Cadogan, J. I. G.; Cameron-Wood, M.; Mackie, R. K.; Searle, R. J. G. J. Chem. Soc. 1965, 4831.
- (1965) J. Chem. Soc , pp. 4831
- Cadogan, J.I.G.¹ Cameron-Wood, M.² Mackie, R.K.³ Searle, R.J.G.⁴

17
- 37049133371
- (b) Cadogan, J. I. G.; Mackie, R. K.; Todd, M. J. Chem. Soc, Chem. Commun. 1966, 491.
- (1966) J. Chem. Soc, Chem. Commun , pp. 491
- Cadogan, J.I.G.¹ Mackie, R.K.² Todd, M.³

18
- 11844302288
- Appukkuttan, P.; Van der Eycken, E.; Dehaen, W. Synlett 2005, 127.
- (2005) Synlett , pp. 127
- Appukkuttan, P.¹ Van der Eycken, E.² Dehaen, W.³

19
- 34547699793
- 3-Bromo-N-(2-iodophenyl)-2,5-dimethoxybenzamide (14, 3-Bromo-2,5-dimethoxybenzoic acid (12, 1 g, 3.8 mmol) was dissolved in SOCl2 (2.5 mL) and refluxed for 30 min under argon. The reaction mixture was cooled to r.t, and the solvent was quickly removed in vacuo. The residue was dissolved in anhyd THF (20 mL) and kept under argon. To this solution were added 2-iodoaniline (0.84 g, 3.8 mmol) and anhyd K 2CO3 (1.05 g, 7.6 mmol, The reaction mixture was stirred for a further 16 h. The reaction was quenched with sat. NaHCO3 solution (10 mL) and the organic layer was separated. The aqueous layer was further extracted with EtOAc (2 x 20 mL, The combined organic layer was dried with MgSO4, filtered, and the solvent was removed in vacuo to obtain the crude product. Flash chromatography on silica gel (EtOAc-hexanes, 2:3) gave the title compound as a cream-colored solid 1.61 g, 3.5 mmol, 91% yield, R
- -1...

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