Synthesis of 1,2-dihydroisoquinolines by the reaction of isoquinoline with allyltributyltin or silyl enol ethers in the presence of N-acylating agents

Heterocycles

Volumn 47, Issue 1, 1998, Pages 125-128

  Itoh, Takashi ^a   Miyazaki, Michiko ^a   Nagata, Kazuhiro ^a   Hasegawa, Hiroshi ^a   Ohsawa, Akio ^a   Nakamura, Kazuo T ^a  

^a SHOWA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000503966     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-97-s(n)44     Document Type: Article

References (10)

1. a) T. Itoh, H. Hasegawa, K. Nagata, and A. Ohsawa, J. Org. Chem., 1994, 59, 1319.
2. b) T. Itoh, H. Hasegawa, K. Nagata, M. Okada, and A. Ohsawa, Tetrahedron, 1994, 50, 13089.
3. c) T. Itoh, M. Miyazaki, H. Hasegawa, K. Nagata, and A. Ohsawa, Chem. Commun., 1996, 1217.
4. d) T. Itoh, Y. Matsuya, H. Hasegawa, K. Nagata, M. Okada, and A. Ohsawa, J. Chem. Soc., Perkin Trans. 1, 1996, 2511.
5. e) T. Itoh, M. Miyazaki, K. Nagata, and A. Ohsawa, Heterocycles, in press.
6. M. Pereyre, J. Quintard, and A. Rahm, "Tin in Organic Synthesis", Butterworth, London, 1987, pp. 185-258.
7. E. W. Colvin, "Silicon Reagents in Organic Synthesis", Academic Press, New York, 1988.
8. J. Lundström, "Simple Isoquinoline Alkaloids" in "The Alkaloids", ed. by A. Brossi, Academic Press, London, 1983, Vol. 21, 255.
9. Yamaguchi et al. reported that isoquinoline reacted with allyltributyltin in the presence of methyl chloroformate to give a 1,2-dihydroadduct;
10. see R. Yamaguchi, Yuki Gosei Kagaku Kyokaishi, 1991, 49, 128.