A novel entry into 1,2,3,4,5,6-hexahydro-3-benzazocine-4,6-dione and 2-substituted-2,5,6,7-tetrahydro-4-benzazonine-1,3-(4H)-dione
β Scribed by Bansi Lal; D.N. Bhedi; Ramesh M. Gidwani; C. Sankar
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 467 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4020
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β¦ Synopsis
Z-Substituted-1,2,3,4,5,6-hexahydro-3-bemwxine-4, 6diones(la-d) and 2-methoxy-2,5,6,7-tetrahydro+ benxamnine-1,3dione 8 were synthesii thro@ an oxklative ring expansion reaction of 6-methylthio-7-substiituted-benzo(a] octem (2a-d ) and 7-methylthio%-methoxy-benzo[a]nonem 7 with sodium periodate in isopropanol respectively.
3-Benzazocines are an important class of biologically active substances 1. Several protracted multistep and usually low yielding syntheses are reported 2 for this system.
π SIMILAR VOLUMES
The title compound, C 23 H 25 BrO 3 , was synthesized by the reaction of p-bromobenzaldehyde with dimedone and HClO 4 / SiO 2 in EtOH. In the molecule, the dihydropyran ring adopts a boat conformation and the two cyclohexene rings are in a trans conformation.
In the title compound, C 19 H 15 FI 2 N 2 O 4 , the cyclohexene and morpholinone rings adopt half-chair conformations. The dihedral angle between the benzene and pyrrole rings is 69.0 (2) . The crystal packing is stabilized by C-HΓ Γ ΓO and C-HΓ Γ ΓF hydrogen bonds. ## Related literature For gene