ChemInform Abstract: SYNTHESIS AND ANTIINFLAMMATORY PROPERTIES OF BIS(2‐HYDROXY‐1‐NAPHTHYL)METHANE DERIVATIVES. I. MONOSUBSTITUTED DERIVATIVES

Abstract

Aus β‐Naphthol (III) und den Aldehyden (II) werden unter dehydratisierender Cyclisierung bzw. unter sauren Bedingungen die Dibenzoxanthene (I) bzw. die Bis‐(hydroxynaphthyD‐phenylmethane (IV) synthetisiert; letztere werden in die Diacetate (V) übergeführt.

9-(2,4-Dinitrophenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione

“…For their pharmaceutical properties, see: Dimmock et al (1988); Lambert et al (1997); Poupelin et al (1978); Hideo (1981); Selvanayagam et al (1996). For bond-length data, see: Allen et al (1987) Mehdi et al (2011);Sughanya & Sureshbabu (2012).…”

One-Pot Synthesis of 1,8-Dioxo-octahydroxanthene Derivatives Using Zn(NO3)2 under Solvent-free Conditions

“…Xanthene derivatives are one of the important classes of organic compounds which are biologically important drug intermediates in the field of medicinal chemistry for their biologically active properties, such as antimalarial, antibacterial, antiinflammatory, and antiviral properties and have been used as dyes, fluorescent material and in laser technologies [6][7][8][9] . Recently, several improved methodologies have been developed that use triethylbenzyl ammonium chloride 10 , p-dodecyl benzenesulfonic acid 11 , phosphomolybdic acid supported on silica gel 12 , sulfonic acid on silica gel 13 , HClO 4 -SiO 2 14 and ZnO 15 among others.…”

Ultrasound assisted synthesis of tetrahydrobenzo[c]xanthene-11-ones using CAN as catalyst

“…Xanthene skeleton is present in a number of natural products [1], and these motifs are found to bear diverse biological applications such as bactericidal [2], anti-inflammatory [3], antiviral [4] activities. They act as antagonists for paralyzing the action of zoxazolamine, [5] and are useful in the photodynamic therapy [6].…”

“…Different catalysts such as sulfamic acid [10], p-TSA [11], selectfluor TM [12], iodine [13], silica sulfuric acid [14], Yb(OTf) 3 [15] and ionic liquids [16] find application in the synthesis of benzo [a]xanthenes. The existing methods have not been conceded for the synthesis of tetrahydrobenzo [c]xanthene-11-ones from a-naphthol (Scheme 1), this is because, the electron density at the b-position of the a-naphthol is not sufficient for the formation of the corresponding ortho-Quinone Methides (o-QMs, Scheme 2) under these conditions.…”