Synthesis of Trifluoromethylated Naphthoquinones via Copper-Catalyzed Cascade Trifluoromethylation/Cyclization of 2‑(3-Arylpropioloyl)benzaldehydes

A novel copper-catalyzed cascade trifluoromethylation/cyclization of 2-(3-arylpropioloyl)­benzaldehydes is described, allowing a direct access to structurally diverse trifluoromethylated naphthoquinones under mild reaction conditions. It represents the first <i>trans</i>-acyltrifluoromethylation of internal alkynes

Synthesis of Trifluoromethylated Naphthoquinones via Copper-Catalyzed Cascade Trifluoromethylation/Cyclization of 2‑(3-Arylpropioloyl)benzaldehydes

A novel copper-catalyzed cascade trifluoromethylation/cyclization of 2-(3-arylpropioloyl)­benzaldehydes is described, allowing a direct access to structurally diverse trifluoromethylated naphthoquinones under mild reaction conditions. It represents the first <i>trans</i>-acyltrifluoromethylation of internal alkynes

Copper-Catalyzed Radical Cascade Difluoromethylation/Cyclization of 2‑(3-Arylpropioloyl)benzaldehydes: A Route to Difluoromethylated Naphthoquinones

A novel copper-catalyzed cascade difluoromethylation/cyclization of 2-(3-arylpropioloyl)­benzaldehydes has been developed. This method affords an efficient and straightforward access to structurally diverse difluoromethylated naphthoquinones in one pot, starting from readily available starting materials. The reaction represents the first <i>trans</i>-acyldifluoromethylation of internal alkynes, which features aldehydes as acceptors for the addition of alkenyl radicals. Furthermore, this protocol can also access to monofluoromethylated naphthoquinone and difluoromethylated indanones in the same reaction condition

Synthesis of Difluoromethylated and Phosphorated Spiro[5.5]trienones via Dearomative Spirocyclization of Biaryl Ynones

Copper- or silver-catalyzed cascade radical addition/dearomative spirocyclization of biaryl ynones with fluoroalkyl bromides or diethylphosphite has been realized for the first time. This method provides a novel and step-economical protocol for the divergent synthesis of a wide range of difluoromethylated or monofluoromethylated and phosphorated spiro[5.5]­trienones in moderate to high yields