- Organocatalytic Direct N-Acylation of Amides with Aldehydes under Oxidative Conditions
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The direct oxidative N-acylation reaction of primary amides with aryl/α,β-unsaturated aldehydes was achieved in the presence of azolium salt C3 and an inorganic base using 3,3′,5,5′-tetra-tert-butyldiphenoquinone as the oxidant, thus providing an efficient approach for the synthesis of three types of imide compounds including N-sulfonylcarboxamides, N-sulfinylcarboxamides, and dicarboxyimides in good yield.
- Zheng, Chenguang,Liu, Xiang,Ma, Cheng
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p. 6940 - 6945
(2017/07/13)
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- Highly efficient one-pot synthesis of N-acylsulfonamides using cyanuric chloride at room temperature
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A highly efficient and very mild one-pot synthesis of N-acylsulfonamides is described using cyanuric chloride. In this synthesis, structurally diverse carboxylic acids and sulfonamides are reacted in the presence of cyanuric chloride, triethylamine, and alumina in anhydrous acetonitrile at room temperature to afford various N-acylsulfonamides in excellent yields. Georg Thieme Verlag Stuttgart New York.
- Soltani Rad, Mohammad Navid,Khalafi-Nezhad, Ali,Asrari, Zeinab,Behrouz, Somayeh
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experimental part
p. 2599 - 2603
(2010/09/07)
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- Development of an acyl sulfonamide anti-proliferative agent, ly573636 ? na
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The synthesis of 5-bromo-thiophene-2-sulfonic acid 2,4-dichlo- robenzoylamide sodium salt on multikilogram scale is described. The initial clinical supplies were made using carbonyl diimidazole to converge the two fragments. A more efficient acid chloride process has been developed, which also provides better control of impurities and color throughout the synthesis.
- Yates, Matthew H.,Kallman, Neil J.,Ley, Christopher P.,Wei, Jeffrey N.
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experimental part
p. 255 - 262
(2010/04/22)
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- A STUDY OF TRANSMISSION EFFECTS OF SULFONYL AND CARBONYL GROUPS
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Seventeen p-substituted N-phenylsulfonylbenzamides of general formulas XC6H4SO2NHCOC6H5 and C6H5SO2NHCOC6H4X have been synthesized and their structure has been confirmed by elemental analysis and 1H NMR spectra.The dissociation constants of all compounds have been measured by potentiometric titration in methanol, acetonitrile, dimethylformamide, dimethyl sulfoxide, and pyridine.The obtained pKHA values have been correlated with three sets of Hammett substituent constants using simple or double linear regression.The solvent and substituent effects are discussed on the basis of experimental results, and the difference between the substituent effects from sulfonamide and benzamide sections is evaluated.It has been found that due to extensive delocalization of negative charge in the conjugated base the transmission effects of carbonyl and sulfonyl groups on the transmission of substituent effect are roughly the same.The experimental data have been interpreted by the methods with latent variables: the principal component analysis (PCA), the conjugated deviation analysis (CDA), and the method of projection to latent structures (PLS).The results obtained by these procedures were similar.
- Ludwig, Miroslav,Parik, Patrik,Kulhanek, Jiri
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p. 841 - 850
(2007/10/02)
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