- Enzyme-Catalysed Synthesis of Cyclohex-2-en-1-one cis-Diols from Substituted Phenols, Anilines and Derived 4-Hydroxycyclohex-2-en-1-ones
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Toluene dioxygenase-catalysed cis-dihydroxylations of substituted aniline and phenol substrates, with a Pseudomonas putida UV4 mutant strain and an Escherichia coli pCL-4t recombinant strain, yielded identical arene cis-dihydrodiols, which were isolated as the preferred cyclohex-2-en-1-one cis-diol tautomers. These cis-diol metabolites were predicted by preliminary molecular docking studies, of anilines and phenols, at the active site of toluene dioxygenase. Further biotransformations of cyclohex-2-en-1-one cis-diol and hydroquinone metabolites, using Pseudomonas putida UV4 whole cells, were found to yield 4-hydroxycyclohex-2-en-1-ones as a new type of phenol bioproduct. Multistep pathways, involving ene reductase- and carbonyl reductase-catalysed reactions, were proposed to account for the production of 4-hydroxycyclohex-2-en-1-one metabolites. Evidence for the phenol hydrate tautomers of 4-hydroxycyclohex-2-en-1-one metabolites was shown by formation of the corresponding trimethylsilyl ether derivatives. (Figure presented.).
- Boyd, Derek R.,Sharma, Narain D.,McIntyre, Peter B. A.,Stevenson, Paul J.,McRoberts, W. Colin,Gohil, Amit,Hoering, Patrick,Allen, Christopher C. R.
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p. 4002 - 4014
(2017/11/22)
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- Isoquinolinium Dichromate and Chlorochromate as Efficient Catalysts for Oxidative Halogenation of Aromatic Compounds under Acid-Free Conditions
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Isoquinolinium dichromate and isoquinolinium chlorochromate were found as efficient catalysts to trigger oxidative bromination and iodination of aromatic hydrocarbons with KBr/KI and KHSO4 under acid-free conditions. Reaction times reduced highly significantly under sonication, followed by corresponding mono bromo derivatives in very good yield with high regioselectivity.
- Rao, A. Sambashiva,Rajanna,Reddy, K. Rajendar,Kulkarni, Subhash
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p. 832 - 837
(2016/02/12)
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- C-substituted, 1H-azoles for amphoteric, solvent-less proton conductivity
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Disclosed herein are the compounds shown below. Also disclosed are methods of making the compounds. R1=—O—; R2=any alkyl chain; R3=—CH3, —CN, —COOCH3, -tetrazole, -imidazole, or -triazole; R4=—H or —R5; R5=—H, -halogen, —C≡CH, or —C≡C—; n is a positive integer; and m is a positive integer.
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- C-SUBSTITUTED, 1H-AZOLES FOR AMPHOTERIC, SOLVENT-LESS PROTON CONDUCTIVITY
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Disclosed herein are the compounds shown below. Also disclosed are methods of making the compounds. R1=—O—; R2=any alkyl chain; R3=—CH3, —CN, —COOCH3, -tetrazole, -imidazole, or -triazole; R4=—H or —R5; R5=—H, -halogen, —C≡CH, or —C≡C—; n is a positive integer; and m is a positive integer.
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Page/Page column
(2014/02/16)
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- Selective iodination of some phenols, anilines and methoxyarenes by molecular iodine in the presence of 1-butyl-3-methylimidazolium hydrogen sulphate
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A simple, mild and regioselective method for the iodination of some phenols, anilines and methoxyarenes by using molecular iodine in presence of 1-butyl-3-methylimidazolium hydrogen sulphate ([bmim]-HSO4) in acetonitrile as solvent is reported. One-pot synthesis, mild reaction conditions, short reaction times and excellent yields of the products are noteworthy.
- Tajik, Hassan,Parsa, Fatemeh
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experimental part
p. 465 - 466
(2011/10/19)
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- Process for the iodination of aromatic compounds
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The present invention relates to a process for the preparation of iodinated phenols; in particular, it relates to a process including the electrochemical iodination of 3,5-disubstituted phenols of formula (1) to the corresponding 3,5-disubstituted-2,4,6-triiodophenols of formula (2), which are useful intermediates for the synthesis of x-ray contrast media, and to the preparation of the contrast media themselves.
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Page/Page column 10
(2009/09/07)
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- A simple iodination protocol via in situ generated ICl using NaI/FeCl 3
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A novel iodination of silyl-enol ethers using hitherto unexplored NaI/FeCl3 system is reported. The procedure has been extended to the iodination of aromatic and hetero aromatic compounds.
- Mohanakrishnan, Arasambattu K.,Prakash, Chandran,Ramesh, Neelamegam
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p. 3242 - 3247
(2007/10/03)
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