Synthesis of Novel Hexacyclic -fused Heterocyclic Compounds via Intramolecular Friedel -Crafts Acylation
NIE Cheng-ming
XU Liang-yu
LI Yang
GAO Wen-tao
Abstract：The hitherto unreported benzo[h]naphtho[1′,2′,6,7]oxepino[3,4-b] quinolin-17(8H) -one (3a) was synthesized by the intramolecular Friedel -Crafts acylation reaction of 2 -(( naphthalen -2 -yloxy)methyl)benzo[h]quinoline -3-carboxylic acid 2 under the treatment of Eaton′s reagent (P2O5 -Me-SO3 ) .The precursor 2 was prepared through one -pot reaction of ethyl 2-( chloromethyl ) benzo [ h] quinoline-3-carboxylate 1 with α-naphthol or β-naphthol .The substrate 1 was obtained in good yield by a mild , effi-cient and direct reaction of α-naphthylamine with 4 -chloroacetoacetate under the treatment of Vilsmeier -Haack reagent.The structures of all the new compounds were identified by ESI -MS, IR, NMR spectra and Ele-mental analysis .
Keywords：SynthesisFriedel-CraftsEaton′sreagentone-potbenzo[h]quinoline
Publication Date：2013-01-01
Online Publishing Date：2025-08-15(First online date of this platform, not the publication date of the document)
Pages：7( 372-378 )