✦ LIBER ✦

Europium catalyzed intramolecular oxazole Diels-Alder reactions for the synthesis of benzopyrano[4,3-b]pyridines and benzo[h]-1,6-naphthyridines

✍ Scribed by Jeremy I Levin

Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 190 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)80397-x

No coin nor oath required. For personal study only.

✦ Synopsis

Intramolecular oxazole-olefin Diels-Alder reactions proceed, in the presence of the Lewis acid europium(fodh to provide substituted SH-Ill-benzopyranoI4,3-blpyridines and benzoIh]-1,6 naphthyridines in moderate yields.

In the past several years, 5-oxo-5H-[l]-benzopyrano[4,3-blpyridine derivatives 1 have attracted attention as pharmacologically interesting compounds.1,2,3 These tricyclic annelated pyridines have been reported to possess inotropic, anti-allergic, analgesic and anti-inflammatory activity.

The synthesis of these novel heterocycles has

📜 SIMILAR VOLUMES

Intramolecular Hetero-Diels—Alder Reacti

Intramolecular Hetero-Diels—Alder Reactions Catalyzed by BiCl3: Stereoselective Synthesis of Benzo-Anellated Decahydrofuro[3,2-h][1,6]naphthyridine Derivatives.

✍ Gowravaram Sabitha; Chittapragada Maruthi; Erigala Venkata Reddy; Chitti Sriniva 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 20 KB 👁 1 views

Intramolecular Hetero-Diels–Alder Reacti

Intramolecular Hetero-Diels–Alder Reactions Catalyzed by BiCl3: Stereoselective Synthesis of Benzo-Annelated Decahydrofuro[3,2-h][1,6]naphthyridine Derivatives

✍ Gowravaram Sabitha; Chittapragada Maruthi; Erigala Venkata Reddy; Chitti Sriniva 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 German ⚖ 65 KB 👁 1 views

A novel, efficient synthesis of a series of functionalized, benzo-annelated decahydrofuro [3,2h][1,6]naphthyridine derivatives 3 has been achieved. The protocol is based on the intramolecular hetero-Diels-Alder (IMHDA) reaction of in situ formed imines derived from an N-prenylated sugar aldehyde 1 a

ChemInform Abstract: Bismuth(III) Chlori

ChemInform Abstract: Bismuth(III) Chloride-Catalyzed Intramolecular Hetero-Diels—Alder Reactions: A Novel Synthesis of Hexahydrodibenzo[b,h][1,6]naphthyridines.

✍ Gowravaram Sabitha; E. Venkata Reddy; Ch. Maruthi; J. S. Yadav 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 1 views

Synthesis of 1,5-dimethyl-1,4-dihydropyr

Synthesis of 1,5-dimethyl-1,4-dihydropyrrolo[3,4-b]-pyrrol-6(5H)-one by intramolecular Diels-Alder reaction to the imidazole nucleus.

✍ Mark A. Wuonola; Joanne M. Smallheer 📂 Article 📅 1992 🏛 Elsevier Science 🌐 French ⚖ 137 KB

Synthesis of 1,3-dihydrofuro[3,4-c]pyrid

Synthesis of 1,3-dihydrofuro[3,4-c]pyridines and 5,7-dihydrofuro[3,4-b]pyridines by intramolecular Diels-Alder reactions of pyrimidines. Investigation of the effect of steric interactions on the reaction rate

✍ A.E. Frissen; A.T.M. Marcelis; D.G. Buurman; C.A.M. Pollmann; H.C. van der Plas 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 806 KB

Several 2-and 5-propynyloxymethylpyrimidines were synthesized and their mtramolecular Diels-Alder reaction was studied. The roducts of the reaction were 5,7-dihydrofuro[3,4+Jpyridines and 1,3-dihydrofuro 3,4-cJpyridines, respectively. P Introduction of one or two alkyl (aryl) groups at the a or y po

Intramolecular Diels-Alder reactions of

Intramolecular Diels-Alder reactions of 1,2,4-triazines: Exploitation of the Thorpe-Ingold effect for the synthesis of 2,3-cyclopentenopyridines and 5,6,7,8-tetrahydroquinolines

✍ Edward C. Taylor; John E. Macor 📂 Article 📅 1986 🏛 Elsevier Science 🌐 French ⚖ 194 KB