Regiospecific reactions of phenol salts: reaction-pathways of alkylphenoxy-magnesiumhalides with triethylorthoformate

The Chemistry of Leuco Triarylmethanes

“…This reaction is complex and the product composition depends on the phenol and the reaction conditions. 52 Reaction of 4-hydroxymethylaniline 37 with a variety of arylamines in the presence of an acid catalyst gives both symmetrical and unsymmetrical diphenylmethanes. [53][54][55] This reaction proceeds via intermediate 38.…”

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

“…Since xanthene dyes have a sensitizing effect, their applications for dye sensitized solar cells (DSSC) have been reported [12][13][14][15] and as hole-transporting materials in organic light-emitting devices (OLEDs) 16 . 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.…”

Efficient one-pot synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives promoted by niobium pentachloride

“…Due to the applicability of the xanthenes and benzoxanthenes, several synthetic protocols have been reported, including the reaction of alkylphenoxymagnesium halides with triethylorthoformate (Casiraghi et al, 1973), the palladium-catalysed cyclisation of polycyclic aryltriflate esters (Wang & Harvey, 2002), the cyclocondensation reaction between 2-tetralone and 2-hydroxyarylaldehydes under acidic conditions (Jha & Beal, 2004), and the reaction of the condensation of cyclic 1,3-diketones with aryl aldehydes catalysed by molybdate sulphonic acid (Karami et al, 2013). Furthermore, 14-aryl-14H-dibenzo[a,j ]xanthene derivatives can be prepared by the condensation reaction of 2-naphthol with aryl aldehydes in the presence of different Lewis acids (Ding et al, 2007;Wang et al, 2008;Urinda et al, 2009;Wang et al, 2010;Soleimani et al, 2011;Tabatabaeian et al, 2011;Mirjalili et al, 2011;Zolfigol et al, 2012;Rao et al, 2012;Cao et al, 2013) and Brønsted acids (Gong et al, 2009;Hajipour et al, 2010;Rahmatpour, 2011;Ghassamipour & Sardarian, 2012;Zare et al, 2012).…”