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Perchloric Acid–Silica (HClO4⋅SiO2)‐Catalyzed Synthesis of 14‐Alkyl‐ or 14‐Aryl‐14H‐dibenzo[a,j]xanthenes and N‐[(2‐Hydroxynaphthalen‐1‐yl)methyl]amides
Authors:Biswanath Das  D?Nandan Kumar  Keetha Laxminarayana  B Ravikanth
Institution:1. Organic Chemistry Division‐I, Indian Institute of Chemical Technology, Hyderabad‐500?007, India, (phone: +91‐40‐7193434;2. fax: +91‐40‐7160512)
Abstract:The synthesis of 14‐aryl‐ or 14‐alkyl‐14H‐dibenzoa,j]xanthenes 3 involving the treatment of naphthalen‐2‐ol ( 1 ) with arenecarboxaldehydes or alkanals 2 in the presence of HClO4?SiO2 as a heterogeneous catalyst was achieved (Table 1), and this reaction was extended to the preparation of N‐(2‐hydroxynaphthalen‐1‐yl)methyl]amides 5 by a three‐component reaction with urea ( 4a ) or an amide 4b – d as a third reactant (Table 2).
Keywords:14H‐Dibenzo[a  j]xanthenes  14‐alkyl‐ or 14‐aryl‐  Perchloric acid       silica catalysis  Catalysis  Three‐compound reactions
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