Synthesis of Seven??Membered??Ring Ketones by Arylative Ring Expansion of Alkyne??Substituted Cyclobutanones

…, M Makino, M Murakami

Index: Matsuda, Takanori; Makino, Masaomi; Murakami, Masahiro Angewandte Chemie - International Edition, 2005 , vol. 44, # 29 p. 4608 - 4611

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Citation Number: 69

Abstract

To establish a route to an organorhodium species necessary for such intramolecular additions, cyclobutanones 1 that bear an alkyne moiety were designed (Scheme 1). 2-(2-But- 1-ynylphenyl) cyclobutanone (1a) was synthesized in three steps starting from commercially available 2-bromobenzaldehyde.[5] As a rhodium catalyst, we initially employed hydroxo- (diolefin) rhodium (i) complexes, which have recently been used successfully in the ...