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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 43, Number 3
JKCSEZ 43(3)
June 20, 1999 

Synthesis of Novel 1,2-Diazepino[3,4-b]quinoxaline and Pyridazino[3,4-b]quinoxaline Derivatives

새로운 1,2-Diazepino[3,4-b]quinoxaline과 Pyridazino[3,4-b]quinoxaline 유도체들의 합성
Ho Sik Kim, Geuk Jeong

김호식, 정 극
Quinoxaline 4-oxide 10을 2-chloroacrylonitrile과 반응시켜 1,3-쌍극성 고리화 첨가반응으로 2,3-dihydro-1H-1,2-diazepino[3,4-b]quinoxaline류 11a, b를 합성하였고, 이들을 2,3,4,6-tetrahydro-1H-1,2-diazepino-[3,4-b]quinoxaline 12로 변환시켰다. 그리고 화합물 11a를 아세트산/물 용매에서 SeO2와 반응시켜서 고리변환에 의해 1,4-dihydro-4-oxopyridazino[3,4-b]quinoxaline 13을 합성하였다.

The 1,3-dipolar cycloaddition reaction of the quinoxaline 4-oxide 10 with 2-chloroacrylonitrile gave the 2,3-dihydro-lH-1,2-diazepino[3,4-blquinoxalines lla, b, respectively, which were converted into the 2,3,4,6-tetrahydro-lH-l,2-diazepino[3,4-b]quinoxaline 12. The reaction of compound lla with selenium dioxide in acetic acid/water resulted in ring transformation to give the 1,4-dihydro-4-oxopyridazino[3,4-blquinoxaline 13.

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