The Facile Synthesis of Pyrrolidinobenzenes from Succinaldehyde and Phenylenediamines using HFe(CO)4- 


Vol. 34,  No. 6, pp. 641-645, Dec.  1990


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  Abstract

에탄올성 사카르보닐 철산염, HFe(CO)4-와 수용성 숙신알데히드를 조합하면 아미노기를 피롤리딘 고리로 선택적 전환을 하는데 매우 효과적이다. 페닐렌디아민은 일산화탄소 압력, 실온, 철산염존재하에서 숙신알데히드와 반응해서 대응하는 피롤리딘을 보통의 수득률로 주었다. 이 반응에 철산염-숙신알데히드-페닐렌디아민계에서 몰비가 1.0:1.0:1.0일 때는 1개의 피롤리딘고리를, 1.0:2.0:1.0의 경우는 두개의 피롤리딘 고리를 선택적으로 주었다. Ethanolic tetracarbonylhydridoferrate, HFe(CO)4-, combined with aqueous succinaldehyde is very efficient for the selective transformation of an amino group into a pyrrolidine ring. Phenylendiamines react with aqueous succinaldehyde in the presence of HFe(CO)4-, at room temperature under atmospheric pressure of carbon monoxide to give the corresponding pyrrolidines in moderate yields. In these reactions, the molar ratio of 1.0:1.0:1.0 of the ferrate-succinaldehydephenylenediamine system gave one pyrrolidine ring, and the case of 1.0:2.0:1.0 gave two pyrrolidine rings, selectively.

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  Cite this article

[IEEE Style]

S. C. Shim, B. W. Woo, C. H. Doh, K. N. Choi, Y. K. Yeo, "The Facile Synthesis of Pyrrolidinobenzenes from Succinaldehyde and Phenylenediamines using HFe(CO)4-," Journal of the Korean Chemical Society, vol. 34, no. 6, pp. 641-645, 1990. DOI: .

[ACM Style]

Sang Chul Shim, Byung Won Woo, Chil Hoon Doh, Kui Nam Choi, and Young Kuk Yeo. 1990. The Facile Synthesis of Pyrrolidinobenzenes from Succinaldehyde and Phenylenediamines using HFe(CO)4-. Journal of the Korean Chemical Society, 34, 6, (1990), 641-645. DOI: .

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ISSN(Print) 1017-2548
ISSN(Online) 2234-8530