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Visible‐Light/Photoredox‐Mediated sp 3 CH Functionalization and Coupling of Secondary Amines with Vinyl Azides in Flow Microreactors
Author(s) -
Tiwari Dharmendra Kumar,
Maurya Ram Awatar,
Nanubolu Jagadeesh Babu
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201504292
Subject(s) - microreactor , surface modification , chemistry , nitrogen atom , photoredox catalysis , flow chemistry , coupling reaction , combinatorial chemistry , coupling (piping) , photochemistry , imidazole , photocatalysis , organic chemistry , catalysis , materials science , alkyl , metallurgy
Structurally diverse imidazole derivatives were synthesized by a visible‐light/[Ru(bpy) 3 ][(PF 6 ) 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 CN bonds through the functionalization of sp 3 CH 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.