SCOPUS 정보 검색 플랫폼

Synlett

Volumn , Issue 6, 2008, Pages 908-910

Beckmann rearrangement of oximes catalyzed by cyanuric chloride in ionic liquids

(4) Betti, Cecilia a Landini, Dario a Maia, Angelamaria b Pasi, Maurizio a

a UNIVERSITY OF MILAN (Italy)

b CNR (Italy)

Author keywords

Amides; Beckmann rearrangement; Cyanuric chloride catalysis; Ionic liquids; Oximes

Indexed keywords

CHLORIDE; CYANURIC ACID; IONIC LIQUID; OXIME DERIVATIVE;

ARTICLE; BECKMANN REARRANGEMENT; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; QUANTITATIVE ANALYSIS; REACTION ANALYSIS; RECYCLING; STRUCTURE ANALYSIS;

EID: 42049104566 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2008-1042804 Document Type: Article

Times cited : (25)

References (21)

1
- 0002725547
- and reference therein. For reviews, see: a
- For reviews, see: (a) Gawly, R. E. Org. React. 1988, 35, 1; and reference therein.
- (1988) Org. React , vol.35 , pp. 1
- Gawly, R.E.¹

2
- 0003412412
- 5th ed, John Wiley and Sons: New York, and references therein
- (b) Smith, M. B.; March, J. In Advanced Organic Chemistry, 5th ed.; John Wiley and Sons: New York, 2001, 1415; and references therein.
- (2001) Advanced Organic Chemistry , pp. 1415
- Smith, M.B.¹ March, J.²

3
- 33847686856
- and references therein
- Sardarian, A. R.; Shahasavari-Fard, Z.; Shahasavari, H. R.; Ebrahimi, Z. Tetrahedron Lett. 2007, 48, 2639; and references therein.
- (2007) Tetrahedron Lett , vol.48 , pp. 2639
- Sardarian, A.R.¹ Shahasavari-Fard, Z.² Shahasavari, H.R.³ Ebrahimi, Z.⁴

4
- 0035955832
- Ren, R. X.; Zueva, L. D.; Ou, W. Tetrahedron Lett. 2001, 42, 8441.
- (2001) Tetrahedron Lett , vol.42 , pp. 8441
- Ren, R.X.¹ Zueva, L.D.² Ou, W.³

5
- 0035862604
- Peng, J.; Deng, Y. Tetrahedron Lett. 2001, 42, 403.
- (2001) Tetrahedron Lett , vol.42 , pp. 403
- Peng, J.¹ Deng, Y.²

6
- 42049113633
- (a) Gui, J.; Deng, Y.; Hu, Z.; Sun, Z. Tetrahedron Lett. 2004, 45, 2682.
- (2004) Tetrahedron Lett , vol.45 , pp. 2682
- Gui, J.¹ Deng, Y.² Hu, Z.³ Sun, Z.⁴

7
- 33644751841
- and references therein
- (b) Guo, S.; Du, Z.; Zhang, S.; Li, D.; Li, Z.; Deng, Y. Green Chem. 2006, 8, 296; and references therein.
- (2006) Green Chem , vol.8 , pp. 296
- Guo, S.¹ Du, Z.² Zhang, S.³ Li, D.⁴ Li, Z.⁵ Deng, Y.⁶

8
- 27144456437
- Rogers, R. D, Seddon, K. R, Eds, American Chemical Society: Washington DC
- (a) Ionic Liquids IIIB: Fundamentals, Progress, Challenges and Opportunities - Transformations and Processes; Rogers, R. D.; Seddon, K. R., Eds.; American Chemical Society: Washington DC, 2005.
- (2005) Ionic Liquids IIIB: Fundamentals, Progress, Challenges and Opportunities - Transformations and Processes

9
- 27144456437
- Rogers, R. D, Seddon, K. R, Eds, American Chemical Society: Washington DC
- (b) Ionic Liquids IIIA: Fundamentals, Progress, Challenges and Opportunities -Properties and Structure; Rogers, R. D.; Seddon, K. R., Eds.; American Chemical Society: Washington DC, 2005.
- (2005) Ionic Liquids IIIA: Fundamentals, Progress, Challenges and Opportunities -Properties and Structure

10
- 0004145285
- VCH: Weinheim
- (c) Wasserscheid, P.; Welton, T. Ionic Liquids in Synthesis; VCH: Weinheim, 2003.
- (2003) Ionic Liquids in Synthesis
- Wasserscheid, P.¹ Welton, T.²

11
- 33846807717
- (d) Chowdhury, S.; Mohan, R. S.; Scott, J. L. Tetrahedron 2007, 63, 2363.
- (2007) Tetrahedron , vol.63 , pp. 2363
- Chowdhury, S.¹ Mohan, R.S.² Scott, J.L.³

12
- 0037162857
- De Luca, L.; Giacomelli, G.; Porcheddu, A. J. Org. Chem. 2002, 67, 6272.
- (2002) J. Org. Chem , vol.67 , pp. 6272
- De Luca, L.¹ Giacomelli, G.² Porcheddu, A.³

13
- 23844525351
- Furuya, Y.; Ishihara, K.; Yamamoto, H. J. Am. Chem. Soc. 2005, 127, 11240.
- (2005) J. Am. Chem. Soc , vol.127 , pp. 11240
- Furuya, Y.¹ Ishihara, K.² Yamamoto, H.³

14
- 42049087856
- In a typical procedure, the oxime (0.3-1 mmol) was dissolved in the IL (about 1 mL) and added, under stirring, with the appropriate quantity of cyanuric chloride (TCT, 2 or 20 mol, The mixture was left at the desired temperature (60°C or 130°C) and monitored by TLC (eluant EtOAc-light PE) until completion. The amide was isolated by direct chromatography (silica gel) of the reaction mixture (eluant EtOAc-light PE, Alternatively, the mixture was extracted with MTBE (4 x 3 mL) and concentrated under vacuum. The crude was purified on silica gel column to afford the pure product. The amide was identified (1H NMR) by comparison with the authentic sample. The residue of the IL was dissolved in CH2Cl2, filtered on Celite, and reused after removal of the organic solvent under vacuum
- 2, filtered on Celite, and reused after removal of the organic solvent under vacuum.

15
- 42049098109
- 6th ed, Wiley-VCH: Weinheim
- Ritz, J.; Fuchs, H.; Kiecza, H.; Moran, W. C. In Ullmann's Encyclopedia of Industrial Chemistry, 6th ed., Vol. 6; Wiley-VCH: Weinheim, 2003, 185.
- (2003) Ullmann's Encyclopedia of Industrial Chemistry , vol.6 , pp. 185
- Ritz, J.¹ Fuchs, H.² Kiecza, H.³ Moran, W.C.⁴

16
- 33745421494
- Betti, C.; Landini, D.; Maia, A. Synlett 2006, 1335.
- (2006) Synlett , pp. 1335
- Betti, C.¹ Landini, D.² Maia, A.³

17
- 3142674455
- Yadav, J. S.; Reddy, B. V. S.; Srinivas Reddy, C.; Rajasekhar, K. Chem. Lett. 2004, 33, 476.
- (2004) Chem. Lett , vol.33 , pp. 476
- Yadav, J.S.¹ Reddy, B.V.S.² Srinivas Reddy, C.³ Rajasekhar, K.⁴

18
- 18844389523
- (a) Landini, D.; Maia, A. Tetrahedron Lett. 2005, 46, 3961.
- (2005) Tetrahedron Lett , vol.46 , pp. 3961
- Landini, D.¹ Maia, A.²

19
- 38349022290
- (b) Betti, C.; Landini, D.; Maia, A. Tetrahedron 2008, 64, 1689.
- (2008) Tetrahedron , vol.64 , pp. 1689
- Betti, C.¹ Landini, D.² Maia, A.³

20
- 42049110970
- 13b,15 were used in our experiments.
- 13b,15 were used in our experiments.

21
- 34250673435
- Dichiarante, V.; Betti, C.; Fagnoni, M.; Maia, A.; Landini, D.; Albini, A. Chem. Eur. J. 2007, 13, 1834.
- (2007) Chem. Eur. J , vol.13 , pp. 1834
- Dichiarante, V.¹ Betti, C.² Fagnoni, M.³ Maia, A.⁴ Landini, D.⁵ Albini, A.⁶

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.