Publication details
Non-symmetrical allenyl azines and their transformations leading to new heterocyclic skeletons
| Authors | |
|---|---|
| Year of publication | 2009 |
| Type | Article in Periodical |
| Magazine / Source | ARKIVOC |
| MU Faculty or unit | |
| Citation | |
| Web | http://www.arkat-usa.org/arkivoc-journal/browse-arkivoc/2009/6/ |
| Field | Organic chemistry |
| Keywords | allene; non-symmetrical azines;1-3-dipolar cycloadditions; cyclizations; intra-intermolecular criss-cross cycloaddition; isowithasomnine; |
| Description | The preparation of new non-symmetrical allenyl azines 5 with aliphatic and alicyclic substituents and their reactions are described. When aldazines 5 were refluxed in xylene formation of bicyclic products 7 was observed. Compounds 7 appeared as derivatives of isowithasomnine. Combined intra-intermolecular criss-cross cycloadditions of azines 5 afforded heterocyclic products 8 and 9 containing three fused five-membered rings. Structures of all new compounds were elucidated by 1H and 13C NMR, IR and MS measurements and in some cases by X-ray structure analysis. |