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Intramolecular Diels-Alder Reactions of 2(1H)-Pyrazinones: Synthesis of Dihydrofuro- and Dihydropyrrolo[2,3-c]Pyridin-7(6H)-ones

✍ Scribed by Didier M. Vandenberghe; Georges J. Hoornaert


Publisher
Wiley (John Wiley & Sons)
Year
2010
Weight
165 KB
Volume
103
Category
Article
ISSN
0037-9646

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The anellation of a 6-membered ring to the 2,3-position of corannulene ( dibenzo[ghi,mno]fluoranthene; 1) leads to curved aromatic compounds with a significantly higher bowl-inversion barrier than corannulene (see Fig. 1). If the bridge is Γ€CH 2 Γ€NRΓ€CH 2 Γ€, a variety of linkers can be introduced at