In by admin

Name Mr. Chiyu Wei
Organization or Institution University of South Florida
Presentation Type Poster
Topic Organic Chemistry
Title

Iodine catalyzed diazo activation to access radical reactivity

Author(s)

Chiyu Wei, Pan Li, Xiaodong Shi*

Author Institution(s)

University of South Florida

Abstract

An unprecedented iodine catalyzed diazo activation is disclosed herein under either photo- or thermal-initiated conditions. The mechanistic studies revealed the formation of an iodo-substituted alkyl radical as the key intermediate, which represents a novel approach to enable diazo radical reactivity. This metal-free diazo-activation strategy was successfully applied into olefin cyclopropanation and epoxidation with excellent yields. Further extension to substituted pyrrole synthesis under thermal-initiated conditions demonstrates the unique reactivity using this method over typical metal-catalyzed conditions