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Volumn 15, Issue 31, 2009, Pages 7543-7548

Acid-catalyzed cascade reactions of arylvinylcyclopropenes with acetals and aldehydes for the construction of different aromatic systems

(3) Zhu, Zhi Bin a Wei, Yin b Shi, Min a,b

a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY (China)

b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY (China)

Author keywords

Acid catalysis; Cascade reactions cyclopropenes; Friedel crafts reaction; Prins reaction

Indexed keywords

ACID CATALYSIS; AROMATIC SYSTEM; CASCADE REACTIONS; CASCADE REACTIONS CYCLOPROPENES; CONTROL EXPERIMENTS; DICHLOROETHANE; INTERMOLECULAR ADDITIONS; INTRAMOLECULAR REARRANGEMENT; LEWIS ACID; NAPHTHALENE DERIVATIVES; OPTIMIZED REACTION CONDITIONS; PRINS REACTION; REACTION CONDITIONS; REGIOSELECTIVE ADDITION;

ACIDS; ALDEHYDES; AROMATIC COMPOUNDS; CATALYSIS; FRIEDEL-CRAFTS REACTION; X RAY DIFFRACTION;

NAPHTHALENE;

EID: 68049114764 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.200900948 Document Type: Article

Times cited : (21)

References (32)

1
- 68049099880
- For a review, see: M. S. Baird in Cyclopropenes: Synthesis by Construction of the System, E17d/2 (Ed.: A. de Meijere), HoubenWeyl, Stuttgart, 1996. pp. 2695-2744.
- For a review, see: M. S. Baird in Cyclopropenes: Synthesis by Construction of the System, Vol. E17d/2 (Ed.: A. de Meijere), HoubenWeyl, Stuttgart, 1996. pp. 2695-2744.

2
- 33646034346
- R. D. Bach, O. Dmitrenko, J. Am. Chem. Soc. 2006, 128, 45984611;
- a) R. D. Bach, O. Dmitrenko, J. Am. Chem. Soc. 2006, 128, 45984611;

3
- 4143145258
- b) P. R. Khoury. J. D. Goddard, W. Tam, Tetrahedron 2004, 60, 8103-8112;
- (2004) Tetrahedron , vol.60 , pp. 8103-8112
- Khoury, P.R.¹ Goddard, J.D.² Tam, W.³

4
- 0141785188
- c) A. Fattahi, R. E. McCarthy, M. R. Ahmad. S. R. Kass, J. Am. Chem. Soc. 2003, 125, 11746-11750.
- (2003) J. Am. Chem. Soc , vol.125 , pp. 11746-11750
- Fattahi, A.¹ McCarthy, R.E.² Ahmad, M.R.³ Kass, S.R.⁴

5
- 0002058336
- For reviews, see: a
- For reviews, see: a) P. Binger, H. M. Buch. Top. Curr. Chem. 1987, 135, 77-151;
- (1987) Top. Curr. Chem , vol.135 , pp. 77-151
- Binger, P.¹ Buch, H.M.²

6
- 0001525227
- b) P. W. Jennings. L. L. Johnoson, Chem. Rev. 1994, 94, 2241-2290;
- (1994) Chem. Rev , vol.94 , pp. 2241-2290
- Jennings, P.W.¹ Johnoson, L.L.²

7
- 0141893944
- Ed, A. de Meijere, Houben-Weyl, Stuttgart
- c) M. S. Baird in Cyclopropenes: Transformations, Vot. E17d/2. (Ed.: A. de Meijere). Houben-Weyl, Stuttgart. 1996, pp. 2781-2860:
- (1996) Cyclopropenes: Transformations, Vot. E17d/2 , pp. 2781-2860
- Baird, M.S.¹

8
- 0037625717
- d) M. Nakamura, H. Isobe. E. Nakamura. Chem. Rev. 2003, 103, 1295-1326.
- (2003) Chem. Rev , vol.103 , pp. 1295-1326
- Nakamura, M.¹ Isobe, H.² Nakamura, E.³

9
- 34547444477
- For recent reviews, see: a
- For recent reviews, see: a) M. Rubin. M. Rubina, V. Gevorgyan, Chem. Rev. 2007, 107, 3117-3179;
- (2007) Chem. Rev , vol.107 , pp. 3117-3179
- Rubin, M.¹ Rubina, M.² Gevorgyan, V.³

10
- 33646257347
- b) M. Rubin. M. Rubina, V. Gevorgyan, Synthesis 2006. 1221-1245:
- (2006) Synthesis , pp. 1221-1245
- Rubin, M.¹ Rubina, M.² Gevorgyan, V.³

11
- 17644406680
- c) J. M. Fox. N. Yan, Curr. Org. Chem. 2005. 9, 719-732:
- (2005) Curr. Org. Chem , vol.9 , pp. 719-732
- Fox, J.M.¹ Yan, N.²

12
- 23644441271
- d) R. Walsh. Chem. Soc. Rev. 2005. 34, 714-732:
- (2005) Chem. Soc. Rev , vol.34 , pp. 714-732
- Walsh, R.¹

13
- 68049106947
- W. R. Dolbier. Jr. M. A. Baniste, Chem. Rev. 2003, 103, 1071-1098:
- e) W. R. Dolbier. Jr. M. A. Baniste, Chem. Rev. 2003, 103, 1071-1098:

14
- 0038185278
- f) A. Sekiguchi, V. Y. Lee, Chem. Rev. 2003. 103, 1429-1448;
- (2003) Chem. Rev , vol.103 , pp. 1429-1448
- Sekiguchi, A.¹ Lee, V.Y.²

15
- 34547404034
- g) K. C. Chen. O. A. Lee, Huaxue 2006. 64. 73-95;
- (2006) Huaxue , vol.64 , pp. 73-95
- Chen, K.C.¹ Lee, O.A.²

16
- 0038640109
- h) M. S. Baird, Chem. Rev. 2003.103. 1271 -1294.
- (2003) Chem. Rev , vol.103 , pp. 1271-1294
- Baird, M.S.¹

17
- 33845281582
- A. Padwa. M. W. Wannamaker. A. D. Dyszlewski, J. Org. Chem. 1987, 52. 4760-4767:
- a) A. Padwa. M. W. Wannamaker. A. D. Dyszlewski, J. Org. Chem. 1987, 52. 4760-4767:

18
- 33846406406
- b) L.-X Shao, Y.-P. Zhang. M.-H. Qi, M. Shi, Org. Lett. 2007, 9, 117-120.
- (2007) Org. Lett , vol.9 , pp. 117-120
- Shao, L.-X.¹ Zhang, Y.-P.² Qi, M.-H.³ Shi, M.⁴

19
- 56349093338
- a)Z.-B. Zhu. M. Shi, Chem. Eur. J. 2008, 14, 10219-10222:
- (2008) Chem. Eur. J , vol.14 , pp. 10219-10222
- Zhu, Z.-B.¹ Shi, M.²

20
- 58449099616
- b) J.-M. Lu. Z.-B. Zhu. M. Shi, Chem. Eur. J. 2009, 15. 963-971:
- (2009) Chem. Eur. J , vol.15 , pp. 963-971
- Lu, J.-M.¹ Zhu, Z.-B.² Shi, M.³

21
- 66349085300
- c) J.-M. Lu, M. Shi. Chem. Eur. J. 2009, 15, 6065-6073;
- (2009) Chem. Eur. J , vol.15 , pp. 6065-6073
- Lu, J.-M.¹ Shi, M.²

22
- 53949111617
- d) M. Shi, L.-F. Yao, Chem. Eur. J. 2008. 14. 8725-8731;
- (2008) Chem. Eur. J , vol.14 , pp. 8725-8731
- Shi, M.¹ Yao, L.-F.²

23
- 63849204048
- e) L.-F. Yao, M. Shi. Chem. Eur. J. 2009, 15, 3875-3881;
- (2009) Chem. Eur. J , vol.15 , pp. 3875-3881
- Yao, L.-F.¹ Shi, M.²

24
- 66149124490
- f) Z.-B. Zhu. L.-X. Shao. M. Shi. Eur. J. Org. Chem. 2009, 2576-2580:
- (2009) Eur. J. Org. Chem , pp. 2576-2580
- Zhu, Z.-B.¹ Shao, L.-X.² Shi, M.³

25
- 61849089951
- g) F.-F. Yu, W.-G. Yang. M. Shi, Chem. Commun. 2009. 1392-1394.
- (2009) Chem. Commun , pp. 1392-1394
- Yu, F.-F.¹ Yang, W.-G.² Shi, M.³

26
- 68049114216
- w = 0.0645. 0.1495.
- w = 0.0645. 0.1495.

27
- 68049087422
- w = 0.0549, 0.1269.
- w = 0.0549, 0.1269.

28
- 68049102813
- In order to identify the various aromatic rings, we have carried out the X-ray diffraction of two different substituted adducts; a CCDC 724594 (5f) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif. Empirical formula: C33H 28; formula weight: 424.55; crystal color, habit: colorless, prismatic: crystal dimensions: 0.306×0.179×0.137mm; crystal system: monoclinic; lattice type: primitive; lattice parameters: a, 9.8477(12, b, 23.856(3, c, 10.9866(13) ̊, α, 90. β= 113.883(2, γ, 90°, V, 2360.0(5) ̊3: space group: P21/n, Z, 4; ρcalcd, 1.195 gcm-3 F000, 904; diffractometer: Rigaku AFC7R: residuals: R, Rw, 0.0665. 0.1677
- w = 0.0665. 0.1677:

29
- 68049105870
- w: 0.0487, 0.0826.
- w: 0.0487, 0.0826.

30
- 68049112113
- w: 0.0717,0.1514.
- w: 0.0717,0.1514.

31
- 84982341931
- H. Meerwein, W. Florian, N. Schön, G. Stopp, Justus Liebigs Ann. Chem. 1961. 641. 1-39.
- (1961) Justus Liebigs Ann. Chem , vol.641 , pp. 1-39
- Meerwein, H.¹ Florian, W.² Schön, N.³ Stopp, G.⁴

32
- 64149116981
- For an example of 1.4-addition of intermediate I with α.β-unsaturated compounds, see: Z.-B. Zhu, M. Shi. J. Org. Chem. 2009, 74. 2481-2485.
- For an example of 1.4-addition of intermediate I with α.β-unsaturated compounds, see: Z.-B. Zhu, M. Shi. J. Org. Chem. 2009, 74. 2481-2485.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.