Bhanu Prasad, B. A. ; Bisai, Alakesh ; Singh, Vinod K. (2004) 2-aryl-N-tosylazetidines as formal 1,4-dipoles for [4 + 2] cycloaddition reactions with nitriles: an easy access to the tetrahydropyrimidine derivatives Organic Letters, 6 (26). pp. 4829-4831. ISSN 1523-7060
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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol048161l
Related URL: http://dx.doi.org/10.1021/ol048161l
Abstract
A new synthetic route to 2-aryl-N-tosyl azetidines has been developed starting from N-tosylarylaldimines in two steps in an overall yield of 63-70%. A formal [4 + 2] cycloaddition of these 2-aryl-N-tosylazetidines with nitriles in the presence of BF3·OEt2 has been described for the synthesis of substituted tetrahydropyrimidines. It is proposed that the reaction proceeds in Ritter fashion.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 55387 |
| Deposited On: | 18 Aug 2011 08:39 |
| Last Modified: | 18 Aug 2011 08:39 |
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