Tetrahedron letters

Cyclization of benzyne-tethered alkyllithiums: preparation of 3-substituted benzocyclobutenes and 5-substituted tetralins

WF Bailey, SC Longstaff

Index: Bailey, William F.; Longstaff, Sarah C. Tetrahedron Letters, 1999 , vol. 40, # 38 p. 6899 - 6901

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Citation Number: 13

Abstract

A five-step, one-pot preparation of isomerically pure 3-substituted benzocyclobutenes or 5- substituted tetralins in 20–40% yield from the appropriate α-(2-fluorophenyl)-ω-iodoalkane, involving generation and subsequent 4-or 6-exo cyclization of a benzyne-tethered alkyllithium, is described.