Metal-free construction of tricyclic or tetracyclic compounds - Acid-promoted synthesis of benzo[4,5]imidazo[2,1-a]isoindole and 1,2-dialkyl-2,3-dihydrobenzimidazoles

Tetrahedron

Volumn 69, Issue 1, 2013, Pages 316-319

  Chen, Jinying ^a,b   Qu, Jinpeng ^a,b   Zhang, Yuanqing ^a,b   Chen, Yongxin ^a,b   Liu, Na ^a,b   Chen, Baohua ^a,b  

^a LANZHOU UNIVERSITY   (China)

^b Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province   (China)

Author keywords

Acid promote; Dialdehyde; Environment friendly; Metal free; o Diaminobenzene

Indexed keywords

1,2 DIALKYL 2,3 DIHYDROBENZIMIDAZOLE; 1,2 PHENYLENEDIAMINE; BENZIMIDAZOLE DERIVATIVE; BENZO[4,5]IMIDAZO[2,1 A]ISOINDOLE; ISOINDOLE DERIVATIVE; METAL; TRICYCLIC AROMATIC COMPOUND; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; PRIORITY JOURNAL; SYNTHESIS;

EID: 84870065600     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2012.10.030     Document Type: Article

References (22)

1. R.P. Ortiz, H. Herrera, R. Blanco, H. Huang, A. Facchetti, T.J. Marks, Y. Zheng, and J.L. Segura J. Am. Chem. Soc. 132 2010 8440
2. M. Mamada, C. Pérez-Bolívar, and P. Anzenbacher Jr. Org. Lett. 13 2011 4882
3. K.M. Patel, V.H. Patel, M.P. Patel, and R.G. Patel Dyes Pigm. 55 2002 53
4. A.P. Thomas, C.P. Allott, K.H. Gibson, J.S. Major, B.B. Masek, A.A. Oldham, A.H. Ratcliffe, D.A. Roberts, S.T. Russell, and D.A. Thomason J. Med. Chem. 35 1992 877
5. L.K. Johnson, C.M. Killian, and M. Brookhart J. Am. Chem. Soc. 117 1995 6414
6. S.D. Ittel, L.K. Johnson, and M. Brookhart Chem. Rev. 100 2000 1169
7. N. Barbero, R.S. Martin, and D. Esther Org. Biomol. Chem. 8 2010 841
8. S. Biswas, and S. Batraa Adv. Synth. Catal. 353 2011 2861
9. H. Rao, and H. Fu Synlett 2011 745
10. J. Thiele, and K.G. Falk Liebigs Ann. 347 1906 112
11. D. Amos, and R.G. Gillis Aust. J. Chem. 17 1964 1440
12. C.M. Krishna, D. Pradip, T. Abu, and K.P. Amarta Can. J. Chem. 86 2008 325
13. Y. Watantbe, S.C. Shim, H. Uchida, T. Mrrsudo, and Y. Takegami Tetrahedron 35 1979 1433
14. J.P. Wan, B. Wu, and Y.J. Pan Tetrahedron 63 2007 9338
15. F. Wang, H.X. Liu, H. Fu, Y.Y. Jiang, and Y.F. Zhao Org. Lett. 11 2009 2469
16. X.Y. Gong, H.J. Yang, H.X. Liu, Y.Y. Jiang, Y.F. Zhao, and H. Fu Org. Lett. 12 2010 3128
17. C. Wang, S.F. Li, H.X. Liu, Y.Y. Jiang, and H. Fu J. Org. Chem. 75 2010 7936
18. W. Xu, and H. Fu J. Org. Chem. 76 2011 3846
19. J.M. Chitanda, D.E. Prokopchuk, J.W. Quail, and S.R. Foley Organometallics 27 2008 2337
20. A. Cul, A. Daïch, B. Decroix, G. Sanz, and L.V. Hijfte Tetrahedron 60 2004 11029
21. J.W. Hubbard, A.M. Piegols, and B.C.G. Söderberg Tetrahedron 63 2007 7077
22. M. Alajarín, P.S. Andrada, C.L. Leonardo, and Á. Álvarez J. Org. Chem. 70 2005 7617