Synthesis of 2,7-methano-aza[10]annulene derivatives
- Authors
- Kim, CS
- Issue Date
- 1996-05-20
- Publisher
- KOREAN CHEMICAL SOC
- Citation
- BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.17, no.5, pp.437 - 442
- Abstract
- Electrocyclic ring-closure of 6-vinylcyclohepta-1,3,5-isocyanate has been carried out in the presence of triphenylphosphine to examine a catalyzing effect of the triphenylphosphine. The preparation of 10-(1-carboalkoxyalkyl)-2,7-methanoaza[10]annulenes by the electrocyclic ring-closure of ketenimine intermediates, which are formed by the reaction of triphenylalkylidenephosphorane and 6-vinylcyclo-hepta-1,3,5-isocyanate, is described. 10-Alkyl-2,7-methanoaza[10] anulenes were prepared by basic hydrolysis of the carboalkoxyaza[10]annulenes and decarboxylation of the acid intermediates. In the same manner, 10-(N-alkyl(or aryl))-2,7-methanoaza[10]annulenes were prepared from the reaction of the isocyanate and N-alkyl(or aryl)iminotriphenylphosphorane via electrocylic ring-closure of carbodiimide intermediate.
- ISSN
- 0253-2964
- URI
- https://pubs.kist.re.kr/handle/201004/144441
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- KIST Article > Others
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