European Journal of Organic Chemistry p. 6989 - 6993 (2019)
Update date:2022-08-29
Topics:
Beltran, Frédéric
Vela-Gonzalez, Andrea V.
Knaub, Tatiana
Schmutz, Marc
Krafft, Marie Pierre
Miesch, Laurence
Micellar solutions of cetyltrimethylammonium bromide (CTAB) surfactant allow the spirocyclization of keto-ynamides in an aqueous medium without recourse to transition-metal catalysis, enabling access in water to naturally occurring aza-spiro compounds with potential in drug discovery. The reaction was monitored by dynamic light scattering (DLS) and cryogenic transmission electron microscopy (cryo-TEM), which determined the morphology and change in size of the micelles before and after incorporation of the substrate and achievement of 5-endo-dig cyclization inside the micelles.
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