Details

Autor(en) / Beteiligte

• Tan, Hao
• Li, Haosheng
• Wu, Shaofeng
• Abdukader, Ablimit
• Zhou, Lei

Titel

Synthesis of gem‐Difluorocyclobutane‐Fused Indolines via Ruthenium‐Catalyzed Defluorinative Annulation of Trifluoromethyl Carbenoids with 2‐Alkenylanilines

Ist Teil von

• Advanced synthesis & catalysis, 2024-03, Vol.366 (5), p.1059-1063

Ort / Verlag

Heidelberg: Wiley Subscription Services, Inc

Erscheinungsjahr

2024

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A ruthenium‐catalyzed defluorinative annulation of 2‐alkenylanilines with α‐trifluoromethyl diazoester or diazoketones is described. The reaction has broad substrate scope, affording a range of gem‐difluorocyclobutane‐fused indolines in moderate to good yields with cis‐configuration. Mechanistic investigations indicate that the reaction proceeds through a sequential N−H insertion/C−F bond cleavage/[2+2] cycloadditon process. α‐Trifluoromethyl‐α‐diazo reagents serve as gem‐difluorinated C2 subunits by cleaving one C−F bond.