• 제목/요약/키워드: Thiophenes

검색결과 11건 처리시간 0.019초

Facile Regiocontrolled Three-Step Synthesis of Poly-Substituted Furans, Pyrroles, and Thiophenes: Consecutive Michael Addition of Methyl Cyanoacetate to α,β-Enone, CuI-Mediated Aerobic Oxidation, and Acid-Catalyzed Paal-Knorr Synthesis

  • Kim, Se-Hee;Lim, Jin-Woo;Lim, Cheol-Hee;Kim, Jae-Nyoung
    • Bulletin of the Korean Chemical Society
    • /
    • 제33권2호
    • /
    • pp.620-624
    • /
    • 2012
  • An efficient synthesis of poly-substituted furans, pyrroles, and thiophenes was carried out in a regiocontrolled manner via a three-step process; (i) conjugate addition of methyl cyanoacetate derivatives to ${\alpha}$,${\beta}$-enones, (ii) CuI-mediated aerobic oxidation, and (iii) Paal-Knorr type synthesis of five-membered heterocycles.

경유의 Model solution에서 고정화효소를 이용한 Dibezothiophene의 산화

  • 허정찬;성현태;류근갑
    • 한국생물공학회:학술대회논문집
    • /
    • 한국생물공학회 2001년도 추계학술발표대회
    • /
    • pp.517-520
    • /
    • 2001
  • Fossil fuels such as coal and crude oil contain various organic sulfur compounds. Combustion of these fuels emit sulfur oxides which are considered as msjor air pollutants causing acid rain problem. Among various organic sulfur compounds, aromatic sulfur compounds of thiophenes which constitute major sulfur fractions of heavy oils are not easily removed by hydrodesulfurization. Many peroxidase and hemoproteins are known to oxidize dibenzothiophene (DBT) to dibenzothiophene-sulfoxide(DBT - sulfoxide) then dibenzothiophene- sulfone (DBT-sulfone). The oxidation of DBT by the immobilized hemoproteins in n-octane was increased significantly when the hemoproteins were deposited on celites of the particle size between 0.75 - 1.0 mm and a conventional substrates. such as t-butyl hydroperoxide and cumene hydroperoxide. In anhydrous organic solvents with log P values larger than 4.0 DBT was completely oxidized by cumene hydroperoxide catalyzed by cytochrome c deposited on celites.

  • PDF

配置와 形態에 관한 分子軌道函數論的 硏究 (第3報). Furan, Thiophene 및 Pyrrole 카르보닐 化合物의 2-置換體의 形態 (MO Studies of Configuration and Conformation (Ⅲ). Conformations of Some 2-Substituted Furan, Thiophene and Pyrrole Carbonyl Compounds)

  • 이익춘;김시준
    • 대한화학회지
    • /
    • 제21권1호
    • /
    • pp.32-37
    • /
    • 1977
  • EHT 분자궤도함수법 계산으로 9가지 furan, thiophene 및 pyrrole의 2-치환체의 우세한 형태를 구명하였다. 계산 결과는 furan 유도체의 우세한 형태는 trans형인데 이것은 주로 정전기적 상호작용에 의하여 안정화되어 있으며 thiophene에서는 hetero 고리의 S원자와 카르보닐 산소와의 전자적 콘쥬게이션이, 그리고 pyrrole에서는 정전기적 및 콘쥬게이션 효과가 안정한 형태를 결정하는데 작용하고 있다. EHT계산 결과는 실험결과와도 잘 일치된다.

  • PDF

Synthesis of New Heterocycles Derived from 3-(3-Methyl-1H-indol-2-yl)-3-oxopropanenitrile as Potent Antifungal Agents

  • Gomha, Sobhi M.;Abdel-Aziz, Hatem A.
    • Bulletin of the Korean Chemical Society
    • /
    • 제33권9호
    • /
    • pp.2985-2990
    • /
    • 2012
  • New thiazoline derivatives 7a-c, and thiophenes 9a-c linked to indole moiety were easily prepared via the reaction of the acrylamide derivative 3 with phenacyl bromides 4a-c, depending on the reaction conditions. In addition, the reaction of compound 3 with hydrazonoyl chlorides 11a-f afforded a series of 1,3,4-thiadiazole derivatives 13a-f. Moreover, coupling of 3-(3-methyl-1H-indol-2-yl)-3-oxopropanenitrile (2) with the diazonium salts of 3-phenyl-5-aminopyrazole 16 or 3-amino-1,2,4-triazole 17 gave the corresponding hydrazones 18 and 19, respectively. Cyclization of the latter hydrazones yielded the corresponding pyrazolo[5,1-c]-1,2,4-triazine and 1,2,4-triazolo[5,1-c]-1,2,4-triazine derivatives 20 and 21, respectively. The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, $^1H$ NMR and mass spectral data. All the synthesized compounds were tested for in vitro activities against certain strains of fungi such as Aspergillus niger, Aspergillus nodulans, Alternaria alternate. Compounds showed marked inhibition of fungal growth nearly equal to the standards.

Microwave Assisted Reaction of Condensed Thiophenes With Electron Poor Olefins

  • Al-zaydi, Khadijah M.;Elnagdi , Mohamed H.
    • 대한화학회지
    • /
    • 제47권6호
    • /
    • pp.591-596
    • /
    • 2003
  • 아미노싸이에노피리다진(1a, b)과 아미노싸이에노쿠마린(2)은 DMFDMA와 축합반응을 하여 아미딘(3a, b)을 형성한다. 이 화합물들을 N-페닐말레이마이드와 반응시키면 화합물 9와 10이 얻어진다. 반면에 3a, b, 4, 18, 19, 20을 말레산 무수물과 반응시키면 포밀 유도체인 5a, b, 6, 21, 22, 23 들이 얻어진다. 아미딘 화합물 3a, b 를 다이에틸 퓨마레이트와 반응시키면 가수분해산물인 아미딘 14를 거쳐 11이 얻어진다. N-페닐말레이마이드를 마이크로웨이브 오븐에서 반응시키면 [2+2]와 [2+2+2] 고리첨가반응 산물이 얻어진다.

볶은 쌀보리를 혼합한 녹차의 휘발성 향기성분 (Volatile Flavor Components in Green Tea Blended with Parched Naked Barley)

  • 최성희
    • 생명과학회지
    • /
    • 제22권7호
    • /
    • pp.981-986
    • /
    • 2012
  • 중작녹차를 효율적으로 이용하여 좋은 향미와 기능성을 가진 차를 만들기 위해 덖은 쌀보리에 중작녹차를 혼합하였다. 쌀보리녹차의 휘발성 향기성분의 추출은 Likens and Nickerson형 추출 장치를 사용한 동시증류추출방법에 의해 완수였으며, 그 농축된 추출물은 GC (Gas chromatography)와 GC-MS (Gas chromatography - mass spectrometry)에 의해 분석되었다. 3-methylbutanal, 2-methylbutanal, 그리고 2,5-dimethyl pyrazine 등의 화합물이 쌀보리로부터 분리, 동정되었다. 그리고 녹차에서는 ${\alpha}$-terpinolene, indole, ${\beta}$-ionone 등을 포함한 화합물을 분리, 동정하였으며, 또한 쌀보리와 녹차를 혼합한 쌀보리녹차에서는 2,5-dimethyl pyrazine, indole, 3-ethyl-2,5-dimethyl pyrazine 등을 포함한 화합물들이 분리, 동정되었다. 그 결과로부터 일반 중작녹차보다 볶은 쌀보리와 녹차를 혼합한 쌀보리녹차가 관능적으로 더 좋은 향미를 주는 요인으로 작용하는 것 같았다.

Synthesis and Characterization of Bis-Thienyl-9,10-anthracenes Containing Electron Withdrawing 2-Cyanoacrylic Acid or 2-Methylenemalononitrile Group

  • Wang, Yuan;Yu, Qu Feng;Park, Hea-Jung;Ryu, Suk-Hwa;Choi, Jung-Hei;Yoon, Ung-Chan
    • Bulletin of the Korean Chemical Society
    • /
    • 제32권spc8호
    • /
    • pp.3081-3089
    • /
    • 2011
  • A series of new bis-thienylanthracene derivatives D1~D5 containing 9,10-antharcene moiety in the center and 2-methylenemalonotitrile or 2-cyanoacrylic acid functional group on the terminal thiophenes were synthesized and characterized by $^1H$-NMR and high-resolution mass spectroscopy. Their optical, electrochemical, and thermal properties were measured. They have absorption ${\lambda}_{max}$ in the range of 437~480 nm and max of $7.4{\times}10^3{\sim}2.0{\times}10^4M^{-1}cm^{-1}$. The substitution of 2-cyanoacrylic acid group allows greater value of ${\varepsilon}_{max}$ than that of 2-methylenemalonotitrile. TGA curves showed that D4 and D5 which have 2-cyanoacrylic acid functional group on the terminal thiophene(s) exhibit good thermal stability and D4 was thermally stable up to $400^{\circ}C$. Their optical properties and LUMO energy levels measured suggest that they can serve as potential candidates for electron donor materials of organic photovoltaic cells (OPVs) or D4 and D5 which contain 2-cyanoacrylic acid group can be used as organic dyes of dye-sensitized solar cells (DSSCs).

A First Synthesis and Physical Properties of Asymmetric Anthracenes-Thiophenes Bridged with Ethylene

  • Hwang, Min Ji;Park, Ji Hee;Jeong, Eun Bin;Kang, Il;Lee, Dong Hoon;Park, Chan Eon;Singh, O.M.;Choi, HoJune;Kim, Yoon-Hi;Yoon, Yong Jin;Kwon, Soon-Ki;Lee, Sang-Gyeong
    • Bulletin of the Korean Chemical Society
    • /
    • 제33권11호
    • /
    • pp.3810-3816
    • /
    • 2012
  • Here we report our recent result of a new semiconductor material, which has an asymmetric structure. The synthesized molecules consist of anthracene and thiophene connected by bridged ethylene and substituted with hexyl or dodecyl groups as pendants. The semiconductors were synthesized using a McMurry coupling reaction between anthracene-2-carbaldehyde and corresponding 5-hexyl(or dodecyl)thiophene-2-carbaldehyde. A first investigation of synthesized asymmetry AVHT (9a) and AVDT (9b) for the physical properties showed that they have high oxidation potential and thermal stability. The devices prepared by using AVHT (9a) and AVDT (9b) showed the mobility of $2.6{\times}10^{-2}cm^2/Vs$ and $4.4{\times}10^{-3}cm^2/Vs$, respectively, in solution processed OTFTs.