Jain, Sanjay ; Jain, Rahul ; Singh, Jujhar ; Anand, Nitya (1994) Lactam acetals: part XXIV reaction with activated haloalkyl compounds with and without zinc Tetrahedron Letters, 35 (18). pp. 2951-2954. ISSN 0040-4039
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/S0040-4039(00)76669-X
Abstract
Reaction of 2-alkoxyimmonium methosulfates (2), and of lactam acetals (3) derived therefrom, with α -haloesters in presence of zinc (Reformatsky condition) yielded N-alkyl-2-(α-alkyl-α-alkoxycarbonyl)methylene-1-azacycloalkanes (6), while reaction of 3 with a-haloesters without zinc gave 3-alkoxycarbonylmethyl-1-azacycloalkane-2-one (5) Similar reaction of 2 and 3 with 4-bromoethylquinolin-2-one (4) in presence of zinc gave N-alkyl-2-[4-(2-oxoquinolyl)methylene]-1-azacycloalkanes (7), a key intermediate for the synthesis of antimalarial quinoline-4-methanols.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 3831 |
| Deposited On: | 18 Oct 2010 09:40 |
| Last Modified: | 03 Jan 2011 12:03 |
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