Digital Object Identifier (DOI)
Transition-metal-catalyzed diazo activation is a classical way to generate metal carbene, which are valuable intermediates in synthetic organic chemistry. An alternative iodine-catalyzed diazo activation is disclosed herein under either photo-initiated or thermal-initiated conditions, which represents an approach to enable carbene radical reactivity. This metal-free diazo activation strategy were successfully applied into olefin cyclopropanation and epoxidation, and applying this method to pyrrole synthesis under thermal-initiated conditions further demonstrates the unique reactivity using this method over typical metal-catalyzed conditions.
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Citation / Publisher Attribution
Nature Communications, v. 9, art. 1972
Scholar Commons Citation
Li, Pan; Zhao, Jingjing; Shi, Lijun; Wang, Jin; Shi, Xiaodong; and Li, Fuwei, "Iodine-Catalyzed Diazo Activation to Access Radical Reactivity" (2018). Chemistry Faculty Publications. 45.