Abstract
Ferric hydrogensulfate as catalyst has been used for the one-pot preparation of aryl 14H-dibenzo[a,j]xanthene derivatives by cyclocondensation of β-naphthol and substituted benzaldehydes under solvent-free and thermal conditions. This method has the advantages of high yields, a cleaner reaction, simple methodology, short reaction times, easy workup and greener conditions.
Highlights
Organic syntheses involving greener process and under solvent-free conditions have been investigated world wide due to stringent environment and economic regulations.[1]
We have developed new one-pot methodologies to perform synthesis of aryl 14H-dibenzo[a,j]xanthene derivatives by the condensation reaction of various aromatic aldehydes with B-naphthol in solvent-free condition in the presence of ferric hydrogensulfate under thermal conditions
We wish to describe a new protocol for the rapid preparation of 14H-dibenzo[a,j] xanthene derivatives using a catalytic amount of Fe(HSO4)[3] as a solid acid catalyst (Scheme 1)
Summary
Organic syntheses involving greener process and under solvent-free conditions have been investigated world wide due to stringent environment and economic regulations.[1]. The synthesis of 14H-dibenzo[a,j]xanthene is generally achieved by a) dehydration of bis(2-hydroxy-1-naphthyl) methane using POCl314 or by boiling acetic acid diester of bis(2-hydroxy-1-naphthyl) methane,[15] b) condensation of B-naphthol with aliphatic and aromatic aldehydes in the presence of hydrochloric acid or phosphoric acid[16] and sulfuric acid 17 in acetic acid as solvent. All these methods suffer from harsh reaction conditions, long reaction times, unsatisfactory yields and tedious experimental procedures. We have developed new one-pot methodologies to perform synthesis of aryl 14H-dibenzo[a,j]xanthene derivatives by the condensation reaction of various aromatic aldehydes with B-naphthol in solvent-free condition in the presence of ferric hydrogensulfate under thermal conditions
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