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

✍ Scribed by Biswanath Das; D. Nandan Kumar; Keetha Laxminarayana; B. Ravikanth

• Book ID: 102255780
• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: German
• Weight: 64 KB
• Volume: 90
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200790134

✦ Synopsis

Abstract

The synthesis of 14‐aryl‐ or 14‐alkyl‐14__H__‐dibenzo[a,j]xanthenes 3 involving the treatment of naphthalen‐2‐ol (1) with arenecarboxaldehydes or alkanals 2 in the presence of HClO~4~⋅SiO~2~ 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).