Blue LED Induced Manganese (I) Catalysed Direct C2−H Activation of Pyrroles with Aryl Diazoesters. Issue 14 (31st May 2021)

• Record Type: Journal Article
• Authors: Sar, Saibal; Das, Ranajit; Sen, Subhabrata
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 14(2021)
• Page Start: 3521
• Page End: 3531
• Publication Date: 2021-05-31
• Subjects: C2−H activation -- pyrrole -- blue LED -- Mn(CO)5Br -- carbene; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202100305
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Herein, we have reported a blue LED mediated manganese pentacarbonyl bromide catalysed incorporation of carbene moieties from aryl diazoesters onto 1H‐pyrroles via their selective C2−H activation. A manganese metal‐carbene has been identified as the active catalyst to facilitate the reaction. Eighteen mono substituted pyrrole derivatives were isolated in good to excellent yields (67→82%) and the disubstituted products were also formed in minor quantities (5 to 8%). HPLC based kinetics study enabled optimization of the reaction. Control experiments, FT‐IR, NMR and GC‐MS based characterization elucidated the putative reaction mechanism. Abstract :