Synthesis of Five-membered 2-Heteroaryl 2-Heteroaromatic Carboxylates and Attempted Cyclization to Bisheteroaryl[2,3-b:3',2'-d]pyran-2-one

• 영문명: Synthesis of Five-membered 2-Heteroaryl 2-Heteroaromatic Carboxylates and Attempted Cyclization to Bisheteroaryl[2,3-b:3',2'-d]pyran-2-one
• 발행기관: 강원대학교 기초과학연구소
• 저자명: Chang Kiu Lee Ji Sook Yu Sun Hee Kim
• 간행물 정보: 『기초과학연구』제9집, 173~179쪽, 전체 7쪽
• 주제분류: 자연과학 > 자연과학일반
• 파일형태: PDF
• 발행일자: 1998.12.01

영문 초록

2-Heteroaryl 2-heteroaromatic carboxylates were prepared by reactions of 2-heteroaromatic carbonyl chlorides and 2(5H)-furanone, 2(5H)-thiophenone, and 1-methyl-2(5H)-pyrrolone in triethylamine. The Hnmr spectra of the esters showed that the electronic effect of both heteroaromatic rings did not cause any sizable shift from each other except for 1-methyl-2-pyrroly] 1-methyl-2-pyrrolecarboxylate (5c). Attempts to cyclize the esters to heteroaryl-fused pyran-2-ones were unsuccessful. The results may be explained by the most stable conformation of the esters in which two heteroatoms are anti along the C-O bond of the ester group.

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EXPERIMENTAL

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