Ring Expansion via Palladium-Catalyzed Aryne Insertion into C-C Bonds of Benzocyclobutenones.

• Tác giả: Guangbin Dong, Cole J Wagner
• Ngôn ngữ: eng
• Ký hiệu phân loại: 546.382 *Sodium
• Thông tin xuất bản: Germany : Angewandte Chemie (International ed. in English) , 2025
• Bộ sưu tập: NCBI
• ID: 738271

Tóm tắt

 Insertion of arynes into cyclic C-C bonds provides a straightforward approach for ring expansion with an ortho-phenylene moiety
  however, the current scope of substrates has been restricted to enolizable ketones. Here we report the first example of aryne-insertion into non-enolizable ketones through Pd-catalyzed C-C bond activation of benzocyclobutenones. 2-Haloaryl boronates were employed as an unconventional aryne precursor. The reaction shows a wide substrate scope and high functional group tolerance. The mechanistic studies reveal an interesting dual role of the Pd catalyst for both aryne generation and C-C bond activation.