Visible-Light/Photoredox-Mediated sp(3) C-H Functionalization and Coupling of Secondary Amines with Vinyl Azides in Flow Microreactors

Visible-Light/Photoredox-Mediated sp(3) C-H Functionalization and Coupling of Secondary Amines with Vinyl Azides in Flow Microreactors

Structurally diverse imidazole derivatives were synthesized by a visible-light/[Ru(bpy)3 ][(PF6 )2 ]-mediated coupling of vinyl azides and secondary amines in flow microreactors. This operationally simple and atom-economical protocol allows the formation of three new C-N bonds through the functional...

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Veröffentlicht in:Chemistry : a European journal 2016-01, Vol.22 (2), p.526-530
Hauptverfasser: Tiwari, Dharmendra Kumar, Maurya, Ram Awatar, Nanubolu, Jagadeesh Babu
Format: Artikel
Sprache:eng
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Zusammenfassung:Structurally diverse imidazole derivatives were synthesized by a visible-light/[Ru(bpy)3 ][(PF6 )2 ]-mediated coupling of vinyl azides and secondary amines in flow microreactors. This operationally simple and atom-economical protocol allows the formation of three new C-N bonds through the functionalization of sp(3)  C-H bonds adjacent to the secondary nitrogen atom. In order to get mechanistic insight of the coupling reaction, several control experiments were carried out and discussed.
ISSN:1521-3765
DOI:10.1002/chem.201504292