Synthesis and Photochromic Properties of Asymmetric Dihetarylethenes Based on 5-methoxy-1,2-dimethylindole and 5-(4-bromophenyl)-2-methylthiophene

An expedient synthesis of thienylacetic acids using the Willgerodt-Kindler reaction under PTC conditions

“…The above-described one-pot synthetic procedure led to acids 4c and 4d in good yields. The structures of the synthesized compounds 1-4 were confirmed by the data of 1 H, 13 C NMR and IR spectra.…”

“…These compounds were previously obtained from 1-(2,5-dimethylthiophen-3-yl)ethanone 22 and 1-(5-(4-chlorophenyl)-2-methylthiophen-3-yl)ethanone, 13 correspondingly, in two steps including isolation of 2-(2,5-dimethylthiophen-3-yl)-1-morpholinoethanethione and 2-(5-(4-bromophenyl)-2-methylthiophen-3-yl)-1-morpholinoethanethione and there subsequent hydrolysis. The above-described one-pot synthetic procedure led to acids 4c and 4d in good yields.…”

“…The Willgerodt-Kindler reaction is usually applied for the preparation of (thio)amides, carboxylic acids, and heterocycles. 12 At the same time because of the low yields of the targeted compounds and formation of complex reaction mixtures 13 this reaction has not been more widely employed in organic synthesis. Only a few papers have been published on application of this method for the synthesis of arylacetic acids performed under conditions of the phase-transfer catalysts (PTC).…”

Synthesis, photo- and ionochromic properties of indolyl(thienyl)maleimides with phenanthroline receptor

“…1,10-Phenanthrolin-5-amine 30 (0.13 mmol, 25 mg) and NaOAc (0.13 mmol, 11 mg) in an argon atmosphere were added with stirring to a solution of 0.1 27,28,31 (1с) in AcOH (2 mL) and n-BuOH (2 mL). The reaction mixture was heated at reflux for 4 h. The solvent was removed using a rotary evaporator.…”

“…[23][24][25][26] Results and Discussion Furan-2,5-diones 1a-c were synthesized according to previously described procedures (Scheme 1). 27,28 Their interaction with 1,10-phenanthroline-5-amine afforded indolyl(thienyl)maleimides 2a-c.…”