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Updated: May 24, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Visible-Light-Promoted Synthesis of 1,6-Imino Alcohols by Metal-Free 1,2-Carboimination of Alkenes
María J Cabrera-Afonso1, Aida Jaafar1, Christian Cristóbal1
1Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, 28049 Madrid, Spain.
Abstract:
We report a metal-free synthesis of highly functionalized 1,6-amino alcohols through a visible-light 1,2-carboimination of alkenes and bifunctional starting materials prepared from commercially available alcohols. This protocol orchestrates the generation of up to four different types of radicals, which are efficiently recombined to yield 1,6-iminyl alcohols. The methodology demonstrated a broad functional group tolerance and was validated by the late-stage installation of the 1,6-amino alcohol motif in biomolecules and pharmaceuticals and the scale-up of the process. The versatility of the products was highlighted by their conversion into a variety of useful intermediates for target-directed synthesis.
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