A facile metal-free one-flask synthesis of multi-substituted furans via a BF₃·Et₂O mediated formal [4 + 1] reaction of 3-chloro-3-phenyldiazirines and α,β-alkenyl ketones

Abstract

A metal and oxidant free approach to multi-substituted furans from easily accessible 3-chloro-3-phenyldiazirines and α,β-alkenyl ketones in one flask.

Synthesis of Polysubstituted Furans: An Update Since 2019

“…[119][120][121][122] Taking the advantage of this fact, Zhang et al in 2022 demonstrated a one-pot synthesis of multisubstituted furans 237 via inexpensive boron trifluoride catalyst in good to excellent yields. [123]…”

“…Taking the advantage of this fact, Zhang et al. in 2022 demonstrated a one‐pot synthesis of multisubstituted furans 237 via inexpensive boron trifluoride catalyst in good to excellent yields [123] . The products were obtained by three steps of cyclopropanation, Cloke‐Wilson rearrangement and elimination of HCl from α , β ‐alkenyl ketones 229 and 3‐chloro‐3‐phenyldiazirines 228 .…”