SCOPUS 정보 검색 플랫폼

Synlett

Volumn , Issue 5, 2008, Pages 725-727

Ytterbium(III) triflate catalyzed one-pot synthesis of 1,3-thiazolidin-2- imines from epichlorohydrin and thioureas

(3) Su, Weike a Liu, Chuangwei a Shan, Weiguang a

a ZHEJIANG UNIVERSITY OF TECHNOLOGY (China)

Author keywords

Cyclization; Epichlorohydrin; Thiazolidinimine; Thiourea; Ytterbium triflate

Indexed keywords

(3 BUTYL 2 (PHENYLIMINO)THIAZOLIDIN 5 YL)METHANOL; (3 PHENYL 2 (PHENYLIMINO)THIAZOLIDIN 5 YL)METHANOL; 1,3 THIAZOLIDIN 2 IMINE DERIVATIVE; EPICHLOROHYDRIN; THIAZOLIDINE DERIVATIVE; THIOUREA DERIVATIVE; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG; YTTERBIUM TRIFLATE;

ARTICLE; CATALYSIS; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ONE POT SYNTHESIS;

EID: 41349086059 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2008-1032100 Document Type: Article

Times cited : (14)

References (15)

1
- 3843124407
- Shankaran, K.; Donnelly, K. L.; Shah, S. K.; Guthikonda, R. N.; MacCoss, M.; Humes, J. L.; Pacholok, S. G.; Grant, S. K.; Kelly, T. M.; Wong, K. K. Bioorg. Med. Chem. Lett. 2004, 14, 4539.
- (2004) Bioorg. Med. Chem. Lett , vol.14 , pp. 4539
- Shankaran, K.¹ Donnelly, K.L.² Shah, S.K.³ Guthikonda, R.N.⁴ MacCoss, M.⁵ Humes, J.L.⁶ Pacholok, S.G.⁷ Grant, S.K.⁸ Kelly, T.M.⁹ Wong, K.K.¹⁰

2
- 4644226156
- Heinelt, U.; Schultheis, D.; Jaeger, S.; Lindenmaier, M.; Pollex, A.; Beckmann, H. S. G. Tetrahedron 2004, 60, 9883.
- (2004) Tetrahedron , vol.60 , pp. 9883
- Heinelt, U.¹ Schultheis, D.² Jaeger, S.³ Lindenmaier, M.⁴ Pollex, A.⁵ Beckmann, H.S.G.⁶

3
- 9644308132
- (a) Zhou, H.-B.; Dong, C.; Alper, H. Chem. Eur. J. 2004, 10, 6058.
- (2004) Chem. Eur. J , vol.10 , pp. 6058
- Zhou, H.-B.¹ Dong, C.² Alper, H.³

4
- 22544483572
- (b) Sommen, G. L.; Linden, A.; Heimgartner, H. Eur. J. Org. Chem. 2005, 65, 3128.
- (2005) Eur. J. Org. Chem , vol.65 , pp. 3128
- Sommen, G.L.¹ Linden, A.² Heimgartner, H.³

5
- 41349107973
- (c) Kim, T. H.; Lee, N.; Lee, G.-J.; Kim, J. N. Tetrahedron 2001, 57, 7134.
- (2001) Tetrahedron , vol.57 , pp. 7134
- Kim, T.H.¹ Lee, N.² Lee, G.-J.³ Kim, J.N.⁴

6
- 0034703341
- (d) Butler, D. C. D.; Inman, G. A.; Alper, H. J. Org. Chem. 2000, 65, 5887.
- (2000) J. Org. Chem , vol.65 , pp. 5887
- Butler, D.C.D.¹ Inman, G.A.² Alper, H.³

7
- 84985653057
- (e) Ryoki, N.; Takahiro, N.; Yoshitaka, N.; Sachiko, O.; Akira, N.; Haruo, M. Chem. Ber. 1989, 122, 2407.
- (1989) Chem. Ber , vol.122 , pp. 2407
- Ryoki, N.¹ Takahiro, N.² Yoshitaka, N.³ Sachiko, O.⁴ Akira, N.⁵ Haruo, M.⁶

8
- 0006555643
- Baeg, J.-O.; Bensimon, C.; Alper, H. J. Am. Chem. Soc. 1995, 117, 4700.
- (1995) J. Am. Chem. Soc , vol.117 , pp. 4700
- Baeg, J.-O.¹ Bensimon, C.² Alper, H.³

9
- 0003171451
- Baeg, J.-O.; Alper, H. J. Am. Chem. Soc. 1994, 116, 1220.
- (1994) J. Am. Chem. Soc , vol.116 , pp. 1220
- Baeg, J.-O.¹ Alper, H.²

10
- 33947235817
- Yu, C.; Dai, X.; Su, W. Synlett 2007, 4, 646.
- (2007) Synlett , vol.4 , pp. 646
- Yu, C.¹ Dai, X.² Su, W.³

11
- 0042430631
- Salehi, P.; Khodaei, M. M.; Zolfigol, M. A.; Keyvan, A. Synth. Commun. 2003, 33, 3041.
- (2003) Synth. Commun , vol.33 , pp. 3041
- Salehi, P.¹ Khodaei, M.M.² Zolfigol, M.A.³ Keyvan, A.⁴

12
- 0033524901
- Marco, B.; Roberto, B.; Franca, B.; Raimondo, M.; Mauro, P.; Giovanni, P.; Giovanni, S. J. Org. Chem. 1999, 64, 1029.
- (1999) J. Org. Chem , vol.64 , pp. 1029
- Marco, B.¹ Roberto, B.² Franca, B.³ Raimondo, M.⁴ Mauro, P.⁵ Giovanni, P.⁶ Giovanni, S.⁷

13
- 0038722946
- Vassilev, G. N.; Vassilev, N. G. Oxid. Commun. 2002, 25, 608.
- (2002) Oxid. Commun , vol.25 , pp. 608
- Vassilev, G.N.¹ Vassilev, N.G.²

14
- 41349089875
- 2NH = 90:10:1 (% v/v/v), 236 nm, 0.8 mL/min, 30°C
- 2NH = 90:10:1 (% v/v/v), 236 nm, 0.8 mL/min, 30°C

15
- 41349122389
- Typical Experimental Procedure for Cyclization of Thioureas with Epoxides Thiourea 2 (5 mmol) was added to a stirred mixture of DMF (20 mL) and epoxide 1. The reaction was monitored by TLC until completion. The temperature of this reaction was kept at 70°C (or r.t, for 72 h, then the solvent was removed by distillation at reduced pressure. The residual was purified on silica gel (PE-EtOAc-CH2Cl2, 10:1:1) to give thiazolindinimes 3 as white crystals. Spectral data for obtained compounds: (3-Phenyl-2-(phenylimino)thiazolidin-5-yl)methanol(3a) White crystalline solid; mp 86.0-88.0°C ESI-MS: m/z, 282.9 (70, 163.8 (100, 117.9 (56, Anal. Calcd for C16H16N2OS: C, 67.58; H, 5.67; N, 9.85; Found: C, 67.50; H, 5.78; N, 9.79. IR (KBr, νmax, 3274, 1645, 1595, 1529 cm-1. 1H NMR (400 MHz, CDCl3, δ, 2.13 dd, 1 H, J1
- 3): δ = 13.5, 19.7, 24.4, 32.0, 32.1, 40.2, 54.9, 127.7 (2 x CH), 128.5, 129.9 (2 x CH), 141.5, 156.6.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.