A versatile linkage strategy for solid-phase synthesis of N,N-dimethyltryptamines and β-carbolines

Organic Letters

Volumn 4, Issue 23, 2002, Pages 4033-4035

  Wu, Tom Y H ^a   Schulte, Peter G ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOLINE DERIVATIVE; DRUG DERIVATIVE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; N,N DIMETHYLTRYPTAMINE;

ARTICLE; SYNTHESIS;

CARBOLINES; INDICATORS AND REAGENTS; N,N-DIMETHYLTRYPTAMINE;

EID: 0037078803     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026729p     Document Type: Article

References (13)

1. (a) The Alkaloids, Chemistry and Physiology; Manske, R. H. F., Ed; Academic Press: New York, 1981; Vol. XX.
2. (b) Oh, S. J.; Ha, H.-J.; Chi, D. Y.; Lee, H. K. Curr. Med. Chem. 2001, 8, 999-1034.
3. (c) Faust, R.; Garratt, P. J.; Jones, R.; Yeh, L.-K. J. Med. Chem. 2000, 43, 1050-1061.
4. a) Mohan, R.; Chou, Y.-L.; Morrissey, M. M. Tetrahedron Lett. 1996, 37, 3963-3966.
5. (b) Yang, L.; Guo, L. Tetrahedron Lett. 1996, 37, 5041-5044.
6. a) Zhang, H.-C.; Brumfield, K. K.; Jaroskova, L.; Maryanoff, B. E. Tetrahedron Lett. 1998, 39, 4449-4452.
7. (b) Smith, A. L.; Stevenson, G. I.; Lewis, S.; Patel., S.; Castro, J. L. Bioorg. Med. Chem. Lett. 2000, 10, 2693-2696.
8. The following work was published after the submission of this manuscript and describes a similar linkage strategy: Connors, R. V.; Zhang, A. J.; Shuttleworth, S. J. Tetrahedron Lett. 2002, 43, 6661-6663.
9. Slassi, A.; Edwards, L.; O'Brien, A.; Meng, C. Q.; Xin, T.; Seto, C.; Lee, D. K. H.; MacLean, N.; Hynd, D.; Chen, C.; Wang, H.; Kamboj, R.; Rakhit, S. Bioorg. Med. Chem. Lett. 2000, 10, 1707-1709.
10. Kroll, F. E. K.; Morphy, R.; Rees, D.; Gani, D. Tetrahedron Lett. 1997, 38, 8573-8576.
11. Pictet, A.; Spengler, T. Chem. Ber. 1911, 44, 2030-2036.
12. Klapars, A.; Antilla, J. C.; Huang, X.; Buchwald, S. L. J. Am. Chem. Soc. 2001, 123, 7727-7729.
13. Wolfe, J. P.; Tomori, H.; Sadighi, J. P.; Yin, J.; Buchwald, S. L. J. Org. Chem. 2000, 65, 1158-1174.