Roy, Amrita ; Nandi, Sukumar ; Ila, Hiriyakkanavar ; Junjappa, Hiriyakkanavar (2001) An expedient route to 2,3-substituted and fused benzo[a]quinolizine-4-thione framework via ring annulation with β-oxodithioesters Organic Letters, 3 (2). pp. 229-232. ISSN 1523-7060
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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol000354v
Related URL: http://dx.doi.org/10.1021/ol000354v
Abstract
An efficient highly convergent route to hitherto unreported 2,3-substituted and annulated benzo[a]quinolizine-4-thiones 3 has been developed. The methodology involves ring annulation of 3,4-dihydro-6,7-dimethoxy-1-methylisoquinoline 1 with a variety of readily accessible acyclic and cyclic β-oxodithioesters 2 in the presence of triethylamine in refluxing benzene. These benzo[a]quinolizine-4-thiones can be readily converted to the corresponding benzo[a]quinolizine-4-ones 5 via dethiomethylative hydrolysis of the respective benzo[a]quinolizinium salts 4 obtained by alkylation of 3 with methyl iodide.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 15327 |
| Deposited On: | 13 Nov 2010 12:56 |
| Last Modified: | 22 Feb 2011 06:17 |
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