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A. Von Sprecher, M. Gerspacher, A. Beck, S. Kimmel, H. Wiestner, G. P. Anderson, U. Niederhauser, N. Subramanian and M. A. Bray, “Synthesis and SAR of a Novel, Potent and Structurally Simple LTD4 Antagonist of the Quinoline Class,” Bioorganic & Medicinal Chemistry Letters, Vol. 8, No. 8, 1998, pp. 965-970. doi:10.1016/S0960-894X(98)00137-1

has been cited by the following article:

• TITLE: A Facile Synthesis of 9,10-Dimethoxybenzo[6,7]- ox-epino[3,4-b]quinolin-13(6H)-one and Its Derivatives

  AUTHORS: Dingqiao Yang, Xiuli Liang, Xiongjun Zuo, Yuhua Long

  KEYWORDS: The Intramolecular Friedel-Crafts Acylation Reaction: 9, 10-Dimethoxybenzo; [6, 7]oxepino[3, 4-b]quinolin-13(6H)-one and Its Derivatives; 6, 7-Dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylic Acid: Ethyl; 6, 7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylate: PPA

  JOURNAL NAME: International Journal of Organic Chemistry, Vol.3 No.2, June 13, 2013

  ABSTRACT: A concise and efficient method for the synthesis of novel 9,10-imethoxybenzo[6,7]oxepino[3,4-b]quinolin13(6H)-one and its derivatives 7a-p has been developed via the intramolecular Friedel-Crafts acylation reactions of 6,7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylic acids 6a-p with polyphosphoric acid (PPA) as catalyst and solvent under mild conditions. The key intermediates 6a-p were prepared through the in situ formation of ethyl 6,7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylates 5a-p followed by hydrolysis with aqueous ethanolic sodium hydroxide solution. The novel synthetic method has the advantages of good yields, easy work-up, and environmentally friendly character, which may provide a novel highly efficient process for making quinoline and related azaheterocycle libraries.