2008

Polyphenylalkane derivativesQ 0720 Tandem Coupling Reactions of Benzynes and 1,3-Diones: A Novel Synthesis of

2,2-Diphenyl-1,3-diones. — Benzyne precursor (II) reacts with phenylbutanedione (Ib) in the presence of copper(I) bromide as the catalyst to afford the α,α-diphenyl-sub-stituted dione (IIIb) instead of the benzyne insertion product. To broaden the substrate scope, a variety of 1,3-diones under optimized conditions is subjected to this surprising reaction. A wide range of substrates gives moderate to good yields and no large amounts of metallic reagents and atmosphere-sensitive reagents are required. — (YANG, Y.-Y.; SHOU, W.-G.; WANG*, Y.-G.; Tetrahedron Lett. 48 (2007) 46, 8163-8165; Dep. Chem., Zhejiang Univ., Zhejiang 310027, Peop. Rep. China; Eng.) — H. Hoennerscheid

09- 108