SCOPUS 정보 검색 플랫폼

Volumn , Issue 1, 2009, Pages 103-105

A new construction of diversely functionalized oxazoles from enolizable cyclic 1,3-dicarbonyls and 5(4H)-oxazolones

Author keywords

1,3,3 tricarbonyls; C acylations; Cyclizations; Microwave; Oxazoles

Indexed keywords

EID: 62349133182 PISSN: 09365214 EISSN: 14372096 Source Type: Journal
DOI: 10.1055/s-0028-1087483 Document Type: Article

Times cited : (19)

References (14)

1
- 33744958901
- and references cited therein. For a recent review see
- For a recent review see: Jin, Z. Nat. Prod. Rep. 2006, 23, 464; and references cited therein.
- (2006) Nat. Prod. Rep , vol.23 , pp. 464
- Jin, Z.¹

2
- 62349113193
- Palmer, D. C. Oxazoles: Synthesis, Reactions, and Spectroscopy, In Chemistry of Heterocyclic Compounds, 60, Parts A and B; John Wiley and Sons: New York, 2004.
- Palmer, D. C. Oxazoles: Synthesis, Reactions, and Spectroscopy, In Chemistry of Heterocyclic Compounds, Vol. 60, Parts A and B; John Wiley and Sons: New York, 2004.

3
- 18744409811
- Keni, M.; Tepe, J. J. J. Org. Chem. 2005, 70, 4211.
- (2005) J. Org. Chem , vol.70 , pp. 4211
- Keni, M.¹ Tepe, J.J.²

4
- 0042280361
- Cordaro, M.; Di Donna, L.; Foti, F.; Grassi, G.; Napoli, A.; Risitano, F.; Sindona, G. Synlett 2003, 1710.
- (2003) Synlett , pp. 1710
- Cordaro, M.¹ Di Donna, L.² Foti, F.³ Grassi, G.⁴ Napoli, A.⁵ Risitano, F.⁶ Sindona, G.⁷

6
- 62349122786
- Under conditions thus identified, compounds 8 were the only isolated products.
- Under conditions thus identified, compounds 8 were the only isolated products.

7
- 62349142359
- Selected Data for 8a-g Compound 8a: white solid; mp 150-151 °C. IR (Nujol, 3312, 1653, 1636 cm-1. 1H NMR (300 MHz, CDCl3, δ, 1.48 (d, J, 7.1 Hz, 3 H, 1.98-2.05 (m, 2 H, 2.50-2.56 (m, 2 H, 2.73 (t, J, 6.3 Hz, 2 H, 5.91 (dq, J, 7.1, 7.6 Hz, 1 H, 6.91 (d, J, 7.6 Hz, NH, 7.41-7.82 (m, arom, 5 H, 13C NMR (75 MHz, CDCl3, δ, 18.6, 19.0, 32.4, 38.4, 52.1, 111.6, 127.1, 128.4, 131.5, 134.1, 166.6, 191.0, 194.6, 204.0. MS (EI, m/z, 287.4. Compound 8b: white solid; mp 149-150 °C. IR (Nujol, 3310, 1650, 1631 cm-1. 1H NMR (300 MHz, CDCl3, δ, 1.09 (s, J, 8.6 Hz, 6 H, 1.48 (d, J, 7.0 Hz, 3 H, 2.40 (d, J, 7.4 Hz, 2 H, 2.59 (s, 2 H, 5.91 (dq, J, 7.0, 8.4 Hz, 1 H, 6.94 (d, J, 8.4 Hz, NH, 7.41-7.82 (m, arom, 5 H, 13C NMR 75 MHz, CDCl3, δ
- 3): δ = 18.2, 30.4, 36.9, 42.8, 52.1, 105.3, 110.2, 111.4, 127.0, 128.5, 130.0, 131.6, 133.9, 154.4, 166.7, 193.0, 196.0, 204.7. MS (EI): m/z = 354.0.

8
- 33747782859
- (a) Chen, Y. S.; Kuo, P. Y.; Shie, T. L.; Yang, D. Y. Tetrahedron 2006, 9410.
- (2006) Tetrahedron , pp. 9410
- Chen, Y.S.¹ Kuo, P.Y.² Shie, T.L.³ Yang, D.Y.⁴

9
- 34547486935
- (b) Gulyakevich, O. V.; Mikhal'chuk, A. L. Doklady Chem. 2007, 415, 155.
- (2007) Doklady Chem , vol.415 , pp. 155
- Gulyakevich, O.V.¹ Mikhal'chuk, A.L.²

10
- 62349125310
- The effect of C-acylation products 8 on HCV viral replication is still under investigation. However, first results of biological assays show a promising activity of the C-acylation derivative obtained from the reaction of asymmetrical oxazolone 7 and 4-hydroxy-6-methylpyran-2-one (ref. 4).
- The effect of C-acylation products 8 on HCV viral replication is still under investigation. However, first results of biological assays show a promising activity of the C-acylation derivative obtained from the reaction of asymmetrical oxazolone 7 and 4-hydroxy-6-methylpyran-2-one (ref. 4).

11
- 0035935134
- (a) Lim, S.; Min, Y.; Choi, B.; Kim, D.; Yoon, I.; Lee, S. S.; Lee, I. M. Tetrahedron Lett. 2001, 42, 7645.
- (2001) Tetrahedron Lett , vol.42 , pp. 7645
- Lim, S.¹ Min, Y.² Choi, B.³ Kim, D.⁴ Yoon, I.⁵ Lee, S.S.⁶ Lee, I.M.⁷

12
- 35948963968
- and references cited therein
- (b) Shen, Q.; Huang, W.; Wang, J.; Zhou, X. Org. Lett. 2007, 9, 4491; and references cited therein.
- (2007) Org. Lett , vol.9 , pp. 4491
- Shen, Q.¹ Huang, W.² Wang, J.³ Zhou, X.⁴

13
- 62349141411
- 2O or acetone to afford the solid product 9.
- 2O or acetone to afford the solid product 9.

14
- 62349085578
- Selected Data for 9a-g Compound 9a: white solid; mp 188-189 °C. IR (Nujol, 1648, 1633 cm-1. 1H NMR (300 MHz, CDCl3, δ, 2.09-2.17 (m, 2 H, 2.13 (s, 3 H, 2.52 (m, 2 H, 2.70 (m, 2 H, 7.32-7.81 (m, arom, 5 H, 13C NMR (75 MHz, CDCl 3, δ, 11.9, 20.0, 20.1, 104.9, 125.8, 126.2, 128.4, 130.1, 136.9, 138.2, 161.1, 188.3. MS (EI, m/z, 269.1. Compound 9b: white solid; mp 117-120 °C. IR (Nujol, 3493, 1633, 1605 cm-1. 1H NMR (300 MHz, CDCl3, δ, 1.10 (s, 6 H, 2.11 (s, 3 H, 2.37 (s, 4 H, 7.52-7.98 (m, arom, 5 H, 13C NMR (75 MHz, CDCl3, d, 9.2, 28.0, 31.7, 46.7, 101.2, 121.6, 126.9, 129.4, 129.8, 133.6, 142.8, 160.3, 188.3. MS (EI, m/z, 296.8. Compound 9c: brown solid; mp 200-202 °C. IR (Nujol, 1642, 1623 cm -1. 1H NMR (300 MHz, CDCl3, δ, 1.13 d
- 3): δ = 14.5, 25.9, 41.0, 46.0, 106.0, 110.0, 110.3, 127.5, 128.7, 129.2, 130.6, 138.1, 139.6, 141.5, 156.0, 159.3, 183.3, 199.2. MS (EI): m/z = 335.1.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.