Alternating Current for Electrooxidative Nitroso Diels–Alder Reaction on 1,2-Dihydropyridines
Alternating current (AC) has recently been explored as a powerful electrolysis operating mode to access synthetic intermediates, avoiding overoxidation events and electrode passivation. In this work, we explore the applications of AC to the electrooxidative nitroso Diels-Alder reaction (nDA) through the <i>in situ</i> formation of acyl nitroso intermediates (dienophile). Further reaction with 1,2-dihydropyridine (DHP) derivatives (dienes) unlocked a sustainable regio- and stereoselective protocol for the synthesis of oxadiazo[2.2.2]octenes.
Authors
- Fabio Bellina (ORCID: https://orcid.org/0000-0002-4939-7008)
- Antonio Del Vecchio (ORCID: https://orcid.org/0000-0001-9759-4420)
- Federico Maria Vivaldi (ORCID: https://orcid.org/0000-0003-1304-9893)
- Mauro Pineschi (ORCID: https://orcid.org/0000-0001-6063-2198)
- Marco Lessi (ORCID: https://orcid.org/0000-0002-0090-7070)
- Francesca Sardelli (ORCID: https://orcid.org/0009-0001-6926-8094)
- Caterina Campinoti (ORCID: https://orcid.org/0009-0007-8566-711X)
- Fabio Di Francesco
Institutions
- University of Pisa (IT)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-12-23
- DOI
- https://doi.org/10.1021/acs.joc.5c01868
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00