The Facile Synthesis of Pyrrolidinobenzenes from Adipaldehyde and Phenylenediamine using HFe(CO)4- 


Vol. 36,  No. 2, pp. 301-304, Apr.  1992


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  Abstract

에탄올성 사카르보닐철산염, HFe(CO)4-과 아디파알데히드를 조합하면 아미노기를 과수소아제핀고리로 선택적으로 전환을 하는데 매우 효과적이다. 페닐렌디아민은 상압의 일산화탄소, 상온, 및 철산염 존재하에서 아디파알데히드와 반응하여 대응하는 과수소아제핀을 보통의 수득율로 주었다. 이 반응에 철산염아디파알데히드-페닐렌디아민계에서 몰비가 1.0 : 1.0 : 1.0일 때는 한 개의 과수소아제핀고리를, 1.0 : 2.0 : 1.0의 경우에는 두 개의 과수소아제핀고리를 선택적으로 주었다. Ethanolic tetracarbonylhydridoferrate, HFe(CO)4-, combined with adipaldehyde is very efficient for the selective transformation of an amino group into a perhydroazepine ring. Phenylenediamines react with adipaldehyde in the presence of HFe(CO)4- at room temperature under the atmospheric pressure of carbon monoxide to give the corresponding perhydroazepines in moderate yields. In these reactions, the molar ratio of 1.0 : 1.0 : 1.0 of the ferrate-adipaldehyde-phenylenediamine system gave one perhydroazepine ring, and the case of 1.0 : 2.0 : 1.0 gave two perhydroazepine rings, selectively.

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  Cite this article

[IEEE Style]

S. C. Shim, B. W. Woo, C. H. Doh, D. Y. Lee, Y. Z. Youn, "The Facile Synthesis of Pyrrolidinobenzenes from Adipaldehyde and Phenylenediamine using HFe(CO)4-," Journal of the Korean Chemical Society, vol. 36, no. 2, pp. 301-304, 1992. DOI: .

[ACM Style]

Sang Chul Shim, Byung Won Woo, Chil Hoon Doh, Dong Yub Lee, and Young Zoo Youn. 1992. The Facile Synthesis of Pyrrolidinobenzenes from Adipaldehyde and Phenylenediamine using HFe(CO)4-. Journal of the Korean Chemical Society, 36, 2, (1992), 301-304. DOI: .

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ISSN(Print) 1017-2548
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