Cyclocarbopalladation: Sequential Cyclization and C—H Activation/Stille Cross‐Coupling in the Pd‐5‐exo‐dig Reaction.

Abstract

Rings with 7 or more membersRings with 7 or more members Q 0050Cyclocarbopalladation: Sequential Cyclization and C-H Activation/Stille Cross-Coupling in the Pd-5-exo-dig Reaction. -New title reactions of nonactivated aromatics with various vinyl, allyl, or heteroaromatic tributylstannanes and alkynylstannanes are carried out. They are regioselective and always afford the products as a mixture of atropoisomers. In some cases, the reaction is carried out under microwave irradiation allowing the preparation of the products in minutes instead of hours. -(BOUR, C.; SUFFERT*, J.; Org. Lett. 7 (2005) 4, 653-656; Fac. Pharm., Univ. Louis Pasteur, F-67401 Illkirch, Fr.; Eng.) -Steudel 28-069

Recent advances in transition metal migration involving reactions

“…In 2004, Suffert and Bour described a new cyclization and C-H activation/Stille cross-coupling reaction of benzosuberone derivatives 185, which was regioselective and controlled by stannylated reagents (Scheme 32). 27 In this study, a series of rearrangement products 189 were obtained in moderate yields by employing the vinylstannanes 188 as stannylated reagents.…”