American Chemical Society
ol4c01720_si_001.pdf (7.11 MB)

Heteroannulation of Arynes with α‑Bromodifluorohydroxamates: An Efficient and General Approach to Access 2,2-Difluoro Indoxyls

Download (7.11 MB)
journal contribution
posted on 2024-06-27, 13:03 authored by Deeksha, Ritesh Singh
Herein, we report the first general approach to access N-alkoxy-2,2-difluoro indoxyls, via formal 3 + 2 cycloaddition of aryne and (putative) fluorinated-aza-oxyallyl cation. This transition-metal/oxidant-free transformation occurs under mild reaction conditions with a short reaction time. Mechanistic investigation indicates the possible involvement of the closed form of fluorinated-aza-oxyallyl cation, viz., α-lactam, in the current transformation.