Tetrahedron

Benzoheterocycles via aryne C− C cyclisation: Initial approaches

B Jaques, RG Wallace

Index: Jaques,B.; Wallace,R.G. Tetrahedron, 1977 , vol. 33, p. 581 - 588

Full Text: HTML

Citation Number: 16

Abstract

The preparation of some benzo-4, 5 and 6-membered mononitrogen heterocycles by cyclisation of an aryne with a side chain carbanion α to a cyanide group has been investigated: Thus 1-cyano-2-methyl-1, 2, 3, 4-tetrahydroisoquinoline,(50%); 4-cyano-1-ethyl- 1, 2, 3, 4-tetrahydroquinoline,(11%) 2-methylisoindole,(89%) have been prepared. Attempts to prepare an N-acetyl indoline gave 2-methylbenzoxazole, and a benzazetine approach ...

Related Articles:

Structure–activity correlations for β-phenethylamines at human trace amine receptor 1

[Lewin, Anita H.; Navarro, Hernan A.; Wayne Mascarella Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 15 p. 7415 - 7423]

Formamidines in synthesis. An efficient one-pot synthesis of 7-substituted indolines via intramolecular cyclization of (2-phenethyl) formamidines. An asymmetric route …

[Sielecki, Thais M.; Meyers, A. I. Journal of Organic Chemistry, 1992 , vol. 57, # 13 p. 3673 - 3676]

Formamidines in synthesis. An efficient one-pot synthesis of 7-substituted indolines via intramolecular cyclization of (2-phenethyl) formamidines. An asymmetric route …

[Sielecki, Thais M.; Meyers, A. I. Journal of Organic Chemistry, 1992 , vol. 57, # 13 p. 3673 - 3676]

More Articles...