120th General Meeting of the KCS

Type Symposium
Area [IBS Symposium] Developing New Catalytic Organic Reactions and Investigating Their Applications
Room No. Room 211+212+213
Time WED 15:00-:
Code KCS3-1
Subject Development of Direct C-H Amination Reactions
Authors Sukbok Chang
Department of Chemistry, Korea Advanced Institute of Science and Technology, Korea
Abstract Aryl amines are a key synthetic unit widely utilized in organic synthesis, coordination chemistry, materials science and pharmaceutical industry. Current routes to those compounds require either prefunctionalized starting materials or external oxidants, thus inevitably generating stoichiometric amounts of side wastes. We have developed a series of direct amidation and amination reactions of arene and alkene carbon-hydrogen (C-H) bonds using organic azides as the amino source releasing molecular nitrogen as the single by-product. More recenly, 1,4,2-dioxazol-5-one and its derivatives have also been proved as the highly efficient and robust amino sources in this direct C-H amination. The reaction is catalyzed by a cationic rhodium, iridium, or cobalt complex under external oxidant-free conditions, and a broad range of chelate group-containing arenes are selectively amidated and aminated with excellent functional group tolerance, thereby opening a new avenue to environmentally benign carbon-nitrogen (C-N) bond formation which can be immediately applied in synthetic chemistry, medicinal, and materials science.
E-mail sbchang@kaist.ac.kr