scandium-triflate and 2-aminobenzaldehyde

An effective Sc-catalyzed transfer hydrogenation and cyclization tandem reaction has been achieved. This process showed excellent functional group compatibility and good yields. A variety of benzoxazines were produced with primary or secondary alcohols as a hydrogen source. Furthermore, the utility of this newly developed protocol is demonstrated through scaled-up experiment, late-stage modification, and preliminary exploration of enantioselective synthesis.

Topics: Acetophenones; Alcohols; Benzaldehydes; Catalysis; Cyclization; Hydrogenation; Mesylates; Molecular Structure; Scandium