Visible‐Light/Photoredox‐Mediated sp3 CH Functionalization and Coupling of Secondary Amines with Vinyl Azides in Flow Microreactors |
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Authors: | Dr. Dharmendra Kumar Tiwari Dr. Ram Awatar Maurya Dr. Jagadeesh Babu Nanubolu |
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Affiliation: | 1. Department of Inorganic and Physical Chemistry, CSIR‐Indian Institute of Chemical Technology, Hyderabad‐500007 (India)D. K. Tiwari and R. A. Maurya equally contributed to this work.;2. Department of Medicinal Chemistry and Pharmacology, CSIR‐Indian Institute of Chemical Technology, Hyderabad‐500007 (India)D. K. Tiwari and R. A. Maurya equally contributed to this work.;3. Centre for X‐ray Crystallography, CSIR‐Indian Institute of Chemical Technology, Hyderabad‐500007 (India) |
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Abstract: | 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 sp3 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. |
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Keywords: | azides nitrogen heterocycles oxidation photochemistry redox chemistry visible light |
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