The Huisgen 1,4-dipolar cycloaddition involving isoquinoline, dimethyl butynedioate and activated styrenes: A facile synthesis of tetrahydrobenzoquinolizine derivatives

Tetrahedron Letters

Volumn 46, Issue 32, 2005, Pages 5333-5335

  Nair, Vijay ^a   Devi, B Rema ^a   Varma, Luxmi R ^a  

^a REGIONAL RESEARCH LABORATORY CSIR   (India)

Author keywords

1,4 Dipolar cycloaddition; Dimethyl acetylenedicarboxylate; Isoquinoline; Multicomponent reactions

Indexed keywords

DIMETHYL BUTYNEDIOATE; ISOQUINOLINE; METHYL GROUP; QUINOLIZINE DERIVATIVE; STYRENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CYCLOADDITION; REACTION ANALYSIS; SYNTHESIS;

EID: 21844472811     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.06.014     Document Type: Article

References (12)

1. R. Huisgen Proc. Chem. Soc. 1961 357 369
2. R. Huisgen Angew. Chem., Int. Ed. Engl. 2 1963 633 645
3. P. Garner, W.B. Ho, S.K. Grandhee, W.J. Youngs, and V.O. Kennedy J. Org. Chem. 56 1991 5893 5903
4. P. Garner, W.B. Ho, and C. Shin J. Am. Chem. Soc. 115 1993 10742 10753
5. J.A. Monn, and M. Valli J. Org. Chem. 59 1994 2773 2776
6. C.W.G. Fiswick, R.J. Foster, and R.E. Carr Tetrahedron Lett. 37 1996 3915 3918
7. R. Huisgen R. Castle Topics in Heterocyclic Chemistry 1969 John Wiley and Sons New York 223 Chapter 8
8. R. Huisgen Ger. Z. Chem. 8 1968 290
9. R. Huisgen, M. Morikawa, K. Herbig, and E. Brunn Chem. Ber. 100 1967 1094 1106
10. V. Nair, A.R. Sreekanth, N. Abhilash, M.M. Bhadbhade, and R.C. Gonnade Org. Lett. 4 2002 3575 3577
11. V. Nair, A.R. Sreekanth, A.T. Biju, and P.R. Nigam Tetrahedron Lett. 44 2003 729 732
12. 13C NMR (75 MHz): δ 164.2, 132.5, 130.7, 128.1, 128.5, 127.6, 126.1, 125.7, 122.2, 114.2, 113.1, 112.1, 111.2, 109.4, 109.2, 108.5, 107.3, 107.2, 106.4, 104.5, 96.5, 63.0, 53.5, 52.2, 50.5.