The one-pot synthesis of 14-alkyl- or aryl-14H-dibenzo[a,j]xanthenes catalyzed by task-specific ionic liquid

Efficient combination of task‐specific ionic liquid and microwave dielectric heating applied to synthesis of a large variety of nitrones

“…1 H NMR spectra were obtained in CDCl 3 solution from Bruker Avance AC-400 MHz (or 300 MHz) and 13 C NMR spectra at 100 MHz (or 75 MHz) on the aforementioned instruments. Mass spectra were recorded on a Platform II (Micromass, Manchester, UK) quadrupole mass spectrometer fitted with an electrospray interface.…”

“…More recently, much more attention has been focused on the synthesis of functionalized ionic liquids (FILs), through incorporation of additional functional groups as a part of the cation and/or anion, so-called task-specific ionic liquids (TSILs), and their applications in chemical research. They have shown great promise not only as alternative green solvents but also as reagents or catalysts in organic transformations [1,4]. Wang and Li used TSIL as Lewis base, ligand and reaction medium for the palladium-catalyzed Heck reaction [4].…”

“…The importance of green reactions in organic synthesis has encouraged scientists to explore the use of room-temperature ionic liquids (RTILs) as a powerful alternative to conventional molecular organic solvents or catalysts due to their particular properties, such as undetectable vapor pressure, wide liquid range, as well as the ease of recovery and reuse [1][2][3][4][5]. More recently, much more attention has been focused on the synthesis of functionalized ionic liquids (FILs), through incorporation of additional functional groups as a part of the cation and/or anion, so-called task-specific ionic liquids (TSILs), and their applications in chemical research.…”

Pentafluoropropionic acid as a Efficient Catalyst for the One-Pot Synthesis of 14-aryl-14H-dibenzo[a, j]xanthenes Under Solvent Free Conditions

“…Dibenzoxanthene derivatives are generally synthesized via one-pot reaction of an aryl aldehyde and 2-naphthol in the presence of several catalysts such as AcOH-H 2 SO 4 8 , P-TSA 10,11 , wet cyano chloride 12 , molecular iodine 13,14 , 36 . As a finding of our ongoing research projects on the synthesis of heterocyclic compounds [37][38][39] , and in continuations of our previous works on the applications of organocatalyst in organic reactions, herein, we want to report a new and efficient synthesis of 14-aryl-14H-dibenzo [a, j] xanthene derivatives in the presence of pentafluoropropionic acid(PFPA), as a Brønsted acidic organocatalyst under solvent-free conditions(sheme1).…”

Solvent Free, One Pot Synthesis of Symmetric Xanthene Dyes and Their Electrochemical Study

“…Due to the applicability of the xanthenes and benzoxanthenes, several synthetic protocols have been reported, including the reaction of alkylphenoxymagnesium halides with triethyl orthoformate 17 , the palladiumcatalysed cyclization of polycyclic aryltriflate esters 18 , the cyclocondensation reaction between 2-tetralone and 2-hydroxyarylaldehydes under acidic conditions 19 , and the reaction of the condensation of cyclic 1,3-diketones with aryl aldehydes catalysed by molybdate sulphonic acid 20 . Furthermore, 14-aryl14Hdibenzo [a, j] xanthene derivatives can be prepared by the condensation reaction of 2-naphthol with aryl aldehydes in the presence of different Lewis acids [21][22][23][24][25] and Bronsted acids [26][27][28][29] .The objective of the current research was to synthesize highly fluorescent, thermally and photochemically stable xanthene dyes which could be used in preference over usual fluorescent dyes like fluorescein and rhodamine dyes via short green route. To this end two series of xanthene derivatives (3a-e and 6a-e) from 4,4′-Oxydiphthalic anhydride and 1,4,5,8-Naphthalenetetra-carboxylic dianhydride have been synthesized via Friedel craft reaction in the presence of ammonium chloride.…”