Organocatalyst trityl chloride efficiently promoted the solvent-free synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-ones by in situ formation of carbocationic system in neutral media

A highly efficient and novel procedure for the preparation of 12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-one derivatives via the one-pot three-component condensation of 2-naphthol with arylaldehydes and dimedone in the presence of catalytic amount of trityl chloride (TrCl) as a homogeneous orga...

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Published inCatalysis communications Vol. 20; pp. 54 - 57
Main Authors Khazaei, Ardeshir, Zolfigol, Mohammad Ali, Moosavi-Zare, Ahmad Reza, Zare, Abdolkarim, Khojasteh, Mahmoud, Asgari, Zhila, Khakyzadeh, Vahid, Khalafi-Nezhad, Ali
Format Journal Article
LanguageEnglish
Published Elsevier B.V 05.04.2012
Subjects
12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-one
Multi-component reaction
Organocatalyst
Solvent free
Trityl chloride
Organocatalyst
Solvent free
Trityl chloride
12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-one
Multi-component reaction
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Summary:A highly efficient and novel procedure for the preparation of 12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-one derivatives via the one-pot three-component condensation of 2-naphthol with arylaldehydes and dimedone in the presence of catalytic amount of trityl chloride (TrCl) as a homogeneous organocatalyst under natural and solvent-free conditions is described. It is interesting that TrCl by in situ formation of trityl carbocation with inherent instability catalyzes the reaction. [Display omitted] ► Introducing an efficient method for synthesis of xanthene derivatives. ► The use of trityl chloride as a non-acidic and homogeneous organocatalyst. ► In situ formation of carbocationic system in neutral media to catalyze reaction. ► Application of solvent-free conditions in reaction.
ISSN:1566-7367
1873-3905
DOI:10.1016/j.catcom.2012.01.001