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Synthesis of 4,5-disubstituted benzo[c][2,7]naphthyridines as precursors of pyrido[2,3,4-kl]acridones and related natural products

✍ Scribed by F. Guillier; F. Nivoliers; A. Godard; F. Marsais; G. Quéguiner

Publisher
Journal of Heterocyclic Chemistry
Year
1999
Tongue
English
Weight
695 KB
Volume
36
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

A methodical investigation on functionalization by carbonylated groups in position 4 and 5 of the benzo[c][2,7]naphthyridine skeleton has been undertaken. In particular the study has shown the complex influence of these two sites on each other. A careful choice of both substituents in 4 and 5 permitted the synthesis of an interesting pyrido[2,3,4‐kl]acridone tetracyclic structure through an intramolecular Mukayama aldolisation reaction. The structure is supposed to be a potential precursor to various marine alkaloids of the pyridoacridine family.

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of 4,5-Di
ChemInform Abstract: Synthesis of 4,5-Disubstituted Benzo[c][2,7]naphthyridines as Precursors of Pyrido[2,3,4-kl]acridones and Related Natural Products.
✍ F. Guillier; F. Nivoliers; A. Godard; F. Marsais; G. Queguiner 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB

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ChemInform Abstract: Synthesis of 4,5-Di
ChemInform Abstract: Synthesis of 4,5-Disubstituted Benzo(c) (2,7)naphthyridines by Combined Metalation-Palladium-Catalyzed Cross-Coupling Strategies. Preparation of 8H-Pyrido(4,3,2-mn)acridone as a Model of Cystodytin Alkaloids.
✍ F. GUILLIER; F. NIVOLIERS; C. COCHENNEC; A. GODARD; F. MARSAIS; G. QUEGUINER 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 1 views

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Synthesis of 5-amino-1,2,3,4-tetrahydrob
Synthesis of 5-amino-1,2,3,4-tetrahydrobenzo[b][1,7]naphthyridines and 2,3,4,4a,5,6-hexahydrobenzo[c][2,6]naphthyridines
✍ Maria Rosaria Del Giudice; Carlo Mustazza; Rosella Ferretti; Anna Borioni; Franc 📂 Article 📅 1998 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 656 KB

## Abstract This paper describes the synthesis of some 5‐amino‐1,2,3,4‐tetrahydrobenzo[__b__][1,7]naphthyridines and 2,3,4,4a,5,6‐hexahydrobenzo[__c__][2,6] naphthyridines starting from anilines and 1‐benzyl‐4‐ethoxycarbonylpiperidin‐3‐one. The compounds were prepared in order to study their potent