2 research outputs found
Vitamin Catalysis: Direct, Photocatalytic Synthesis of Benzocoumarins via (−)-Riboflavin-Mediated Electron Transfer
An operationally
simple protocol is disclosed to facilitate entry
to benzo-3,4-coumarins directly from biaryl carboxylic acids without
the need for substrate prefunctionalization. Complementary to classic
lactonization strategies, this disconnection relies on the oxidation
competence of photoactivated (−)-riboflavin (vitamin B<sub>2</sub>) to generate the heterocyclic core via photoinduced single
electron transfer. Collectively, the inexpensive nature of the catalyst,
ease of execution, and absence of external metal additives are a convincing
endorsement for the incorporation of simple vitamins in contemporary
catalysis
One-Pot Acid-Catalyzed Ring-Opening/Cyclization/Oxidation of Aziridines with <i>N</i>‑Tosylhydrazones: Access to 1,2,4-Triazines
A new, three-step,
telescoped reaction sequence for the regioselective
conversion of <i>N</i>-tosyl hydrazones and aziridines to
3,6-disubstituted and 3,5,6-trisubstituted 1,2,4-triazines is described.
The process involves an efficient nucleophilic ring opening of the
aziridine, giving access to a wide range of aminohydrazones, isolated
with excellent yields. A “one-pot” procedure, combining
the ring opening with a cyclization and an oxidation step, allows
the preparation of diversified triazines in good yields