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Cr (VI) 촉매에 의한 Tetraline 의 선택적 산화반응 (I)
배선건,이상봉,박대철,이규완,Sun-Kun Bae,Sang-Bong Lee,Dae-Chul Park,Kyu-Wan Lee 대한화학회 1989 대한화학회지 Vol.33 No.1
Tetralin의 액상 공기 산화반응에 N,N-dialkylamide 용매하에서 Cr(Ⅵ)의 heterocyclic base염들과 CrO$_3$-N,N-dialkylamide complex계를 적용한 결과 CrO$_3$-N,N-dialkylamide complex의 경우, 반응온도 90$^{\circ}$C에서 tetralin의 전환율이 35.2%이었고, ${\alpha}$-tetralone의 선택율은 96.1%이었으며, ${\alpha}$-tetralol은 무시할만한 양으로 생성되었다. Liquid phase oxidation of tetralin with clean air were carried out utilizing complexes composed of various heterocyclic base and CrO$_3$ in N,N-dialkylamides. In the CrO$_3$-N,N-dialkylacetamide complex catalyzed oxidations of tetralin at 90$^{\circ}$C, the maximum conversion of tetralin to the products and selectivity of ${\alpha}$-tetralone were 35.2% and 96.1%, respectively. Under this condition, however, negligible amount of ${\alpha}$-tetralol was determined.
수용액과 β-Cyclodextrin 하에서 Arylidenethiosemicarbazone들로부터 1,3-Thiazole 유도체들의 효율적 합성
박경진,배선건,Park, Kyung-Jin,Bae, Sun Kun 한국공업화학회 2007 공업화학 Vol.18 No.4
수용액 상에서 ${\beta}$-cyclodextrin에 2,4'-dibromoacetophenone (8)을 반응시켜 착물을 형성한 후 arylidenethiosemicarbazone 7a-f를 가하여 2-arylidenehydrazinyl-4-arylthiazole 유도체들 9a-f를 70~88% 수율로 합성하였다. 합성한 새로운 화합물들 9a-f의 구조를 IR과 $^1H-NMR$ 스펙트럼 자료로 확인하였다. 이와 같은 실험결과 ${\beta}$-cyclodextrin의 역할은 반응물 7 및 8의 활성화로 반응을 촉진시켜 반응시간이 단축되는 것으로 나타났다. 2-Arylidenehydrazinyl-4-arylthiazole derivatives (9a-f) were prepared by the in situ formation of ${\beta}$-cyclodextrin complex of 2,4'-dibromoacetophenone (8) in water followed by the addition of arylidenethiosemicarbazones (7a-f) in 70~88% yield. The structures of the compounds 9a-f were elucidated by IR and $^1H-NMR$ spectral data. The role of ${\beta}$-cyclodextrin appears to activate the compound 7 and 8 and promote the reaction to complete in reduced reaction time.
정세호,배선건 群山大學校基礎科學硏究所 1998 基礎科學硏究 Vol.13 No.-
New derivatives of pyrazole, such as 5-methyl-l,3-diaryl-lH-pyrazole(5a-c),l,3,5-triphenyl-lH-pyrazole(7a-c), l,3-diaryl-5-vinyl-lH-pyrazole(9a-c) and 2,5-aryl-2,3-dihy-dropyrazol-3-ylideneamine(11a-d) were prepared by the reaction of β-difunctional compounds(3-6, 8, 10) with arylhydrazine(14a-c) in the presence of CH₃OH-HCl at room temperature or under reflex. Specially, 2-(2',5'-dimethylphenyl)-5-(3'-nitrophenyl)-2H-pyrazol-3-ol(14) and 5-amino-l-(4'-methoxyphenyl)-3-(3'-nitrophenyl)-lH-pyrazole-4-carboxylic acid ethyl ester(15) were obtained from the reaction of arylidenecyanoacetate(l0c) and arylhydrazinehydrochloride(4b,13) with triethylamine in ethanol under reflex. Possible reaction pathway for the formation of pyrazole derivatives(5, 7, 9, 11, 12, 14, 15) was proposed and the structures of all the synthesized compounds were identified by IR and ¹H-NMR spectroscopic method.
α,β- 불포화 카르보닐 화합물들과 β- ketoanilide들의 반응에 관한 연구
최정실,배선건 群山大學校基礎科學硏究所 1997 基礎科學硏究 Vol.12 No.-
1,3,4,6-Tetrasubstituted 2-pyridones(3,5) and 1,2,5-Substituted cyclohexenones(6) were prepared by the condensation of chalcones(1) and 1,5-diphenyl-1,4-pentadiene-3-one(4) as a α,β-unsaturated carbonyl compound with β-ketoanilides (2) using freshly prepared. sodium ethoxide in ethal at room temperature or under reflux. The reactions appear to proceed via Michael addition of the β- or δ-methylene anion derived from β-ketoanilides to α,β-unsaturated carbonyl compounds(1,4) followed by the condensation of the intermediate. Possible mechanism for their reaction were proposed and the structure of all the compounds(3,5,6)was identified by IR, ¹H-NMR and MS spectral data.