Borane complexes of 2-(1-Methyl-1,2,5,6-tetra-hydropyridin-3-yl)benzoxazoles
✍ Scribed by Myung Hee Jung; Jewn-Giew Park; Bok-Sim Ryu; Kui-Woong Cho
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1999
- Tongue
- English
- Weight
- 345 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
2‐Pyridin‐3‐ylbenzoxazoles were synthesized by the reaction between 3‐pyridinecarboxaldehyde and substituted o‐aminophenols in the presence of iodobenzene diacetate. The resulting benzoxazoles 3 were treated with methyl iodide to give the corresponding pyridinium salts 4 which underwent the hydride reduction with sodium borohydride or sodium cyanoborohydride to produce 2‐(1‐methyl‐1,2,5,6‐tetrahy‐dropyridin‐3‐yl)benzoxazole borane complex derivatives.
📜 SIMILAR VOLUMES
In the title molecule, C 31 H 28 N 2 O 2 , the piperidinone ring adopts the usual twist-boat conformation. The aryl rings at positions 2 and 3 are axial and those at positions 5 and 6 are equatorial. In the crystal structure, there are no hydrogen bonds nor are there any significant Á Á Á stacking i
In the title compound, C 11 H 20 N 2 O 3 , the pyrrolidine ring adopts an envelope conformation, where the acetoxy and carbamoyl groups are equatorial. Each molecule interacts, through strong N-HÁ Á ÁO hydrogen bonds, with two adjacent molecules.
The title compound, C~26~H~26~N~2~O~7~, is a thiamidine derivative. Geometric parameters are in the usual ranges. The crystal packing is stabilized by a classical N—H...O hydrogen bond, several weak C—H...O hydrogen bonds and a π–π stacking interaction.
The title compound, C~9~H~9~ClN~4~, was prepared from sodium borohydride and 3-(4-chlorophenyl)-6-methyl-1,2,4,5-tetrazine. The molecule can be considered to be homoaromatic. The tetrazine ring adopts an unsymmetrical boat conformation.