Terification of maleamic acids without double bond isomerization
Activation of the carboxylic acid group of a maleamic acid by treatment with an arenesulfonyl chloride followed by addition of an alcohol affords a fumaramate or a maleamate, depending on the reaction conditions. The E isomer is obtained when the acid is treated with nearly equimolar amounts of 2,4,6-triisopropylbenzenesulfonyl chloride and an alcohol in pyridine. Replacement of pyridine by 2-picoline and use of a larger excess of activating agent (mesitylenesulfonyl chloride) and alcohol affords the Z isomer. In both cases, high diastereomeric excesses and yields are achieved.
Sanchez, Albert,Pedroso, Enrique,Grandas, Anna
experimental part
p. 2600 - 2606
(2010/09/07)
Synthesis and antifungal activity of N-(alkyl/aryl)-2-(3-oxo-1,4- benzothiazin-2-yl)acetamide
A series of N-(alkyl/aryl)-2-(3-oxo-1,4-benzothiazin-2-yl)acetamide have been synthesized by condensation of substituted amines with maleic anhydride (MA) followed by cyclization with o-aminothiophenol (o-ATP). All the compounds have been screened for their antifungal activity against Tricophyton rubrum, Epidermophyton floccosum and Malassazia furfur. In the primary screening, some of the compounds exhibited appreciable activity. The structures of the synthesized compounds 7a-z have been established on the basis of elemental analysis and spectral data.
Gupta,Wagh
p. 697 - 702
(2007/10/03)
Secondary aspartic acid amide esters
New secondary amines are described which are prepared from inexpensive, commercially available raw materials, are stable at room temperature, and are reactive toward electrophiles. The secondary amines are prepared by the addition of one or more primary amines with one or more male (amide/ester) and fumar (amide/ester) Michael receptors. The above amines can be used as coreactants with aliphatic polyisocyanates for polyurea coatings. The novel secondary amines are also described as particularly useful as part of a two-part liquid pavement marking composition for pavement markings.
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(2008/06/13)
Syntheses of Some N-Alkylmaleimides
An improved synthesis of N-substituted secondary and tertiary alkylmaleimides is described.
Wang, Z. Y.
p. 1607 - 1610
(2007/10/02)
[2+2]-cycloaddition of 'maleic isoimides' with ketenes and reactions of spiro-β-lactams to muconic and tetramic acids
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Capraro,Winkler,Martin
p. 362 - 378
(2007/10/02)
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