A convenient method for the synthesis of 3,6-dihydroxy-benzene-1,2,4,5-tetracarboxylic acid tetraalkyl esters and a study of their fluorescence properties

Abstract

A mild, efficient and simple method for the synthesis of 3,6-dihydroxy-1,2,4,5-tetracarboxylic tetraalkyl esters using cerium(IV) ammonium nitrate mediated oxidation of 1,3-acetone dicarboxylates has been developed. The detailed absorption and emission studies of the synthesized compounds reveal that these molecules have appreciable quantum yields and possess large Stokes shift values.

K2CO3-mediated annulation of 1,3-acetonedicarboxylates with 2-fluoro-1-nitroarenes: synthesis of indoles

“…First, the starting 1,3-acetonedicarboxylates 2a–2e were synthesized in good to excellent yields (75%–90%) by double Steglich esterification of commercial available 1,3-acetonedicarboxylic acid with alcohols (R=, a , Me; b , Et; c , iPr; d , n Bu; e , t Bu) at room temperature in the presence of the combination of DCC and DMAP under facile and easy-operational condition based on the previous report (Scheme 2, eqn (1)). 19 And, the source of another starting substrates 3a–3k was described as follows. First, the commercial available substituted 2-fluoro-1-nitrobenzenes 3a–3d (R′=, a , F; b , Cl; c , Br; d , CF 3 ) were utilized directly in the following reaction without further purification (eqn (2)).…”

Computational and Experimental Design of Quinones for Electrochemical CO2 Capture and Concentration

“…Bromanil (9) and 2,3-dichloro-p-naphthoquinone (10) were purchased and used without further purification. Compounds 2,3-dicyano-1,4-naphthoquinone (7), 19,20 tetramethylester-p-benzoquinone (8), 21,22 2,5-bis(dimethylamino)-p-benzoquinone (11), 23 2,5-bis(dimethylamino)-3,6-difluoro-pbenzoquinone (12), 23 and tetra(dimethlyamino)-p-benzoquinone (13) 24 were all synthesized according to literature procedures.…”

Computational and Experimental Design of Quinones for Electrochemical CO2 Capture and Concentration

“…Bromanil ( 9 ) and 2,3-dichloro- p -naphthoquinone ( 10 ) were purchased and used without further purification. Compounds 2,3-dicyano-1,4-naphthoquinone ( 7 ), , tetramethylester- p -benzoquinone ( 8 ), , 2,5-bis­(dimethylamino)- p -benzoquinone ( 11 ), 2,5-bis­(dimethylamino)-3,6-difluoro- p -benzoquinone ( 12 ), and tetra­(dimethlyamino)- p -benzoquinone ( 13 ) were all synthesized according to literature procedures.…”