Lewis Acid Catalyzed SN2-Type Domino Ring-Opening Cyclization (DROC) of Aziridines with Alkynes: A Synthetic Route to 2,3-Dihydropyrroles
Manas K. Ghorai,
Dipti Shukla,
Suraj Kashyap
et al.
Abstract:A simple strategy for the synthesis of a variety of dihydropyrroles in good to excellent yields via a Lewis acid catalyzed quaternary ammonium salt mediated SN2-type ring-opening followed by cyclization of activated aziridines with alkynes in a domino fashion has been described. The formation and the observed stereoselectivities of the products via an SN2-/double SN2-type ring opening pathway have been rationalized by mechanistic studies.
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