Tetrahedron

Synthesis of 2-bromo-1-aryl-1H-indenes via a Ag (I) promoted domino 2π-electrocyclic ring-opening/4π-electrocyclization reaction of 1, 2-diaryl substituted gem- …

G Rosocha, RA Batey

Index: Rosocha, Gregory; Batey, Robert A. Tetrahedron, 2013 , vol. 69, # 41 p. 8758 - 8768

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Citation Number: 8

Abstract

Abstract 2-Bromo-1-aryl substituted indenes can be synthesized from 1, 2-diaryl substituted gem-dibromocyclopropanes via a domino reaction sequence. The cascade reaction involves silver (I) promoted ionization and 2π-disrotatory electrocyclic ring-opening, followed by a 4π-conrotatory electrocyclic ring closing reaction of the allylic carbocation intermediate. Reaction conditions utilize silver tetrafluoroborate (AgBF 4) in dichloroethane at 65 C. ...

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