Radical-based regioselective C–H functionalization of electron-deficient heteroarenes: scope, tunability, and predictability

F O'Hara, DG Blackmond, PS Baran

Index: O'Hara, Fionn; Blackmond, Donna G.; Baran, Phil S. Journal of the American Chemical Society, 2013 , vol. 135, # 32 p. 12122 - 12134

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Citation Number: 66

Abstract

Radical addition processes can be ideally suited for the direct functionalization of heteroaromatic bases, yet these processes are only sparsely used due to the perception of poor or unreliable control of regiochemistry. A systematic investigation of factors affecting the regiochemistry of radical functionalization of heterocycles using alkylsulfinate salts revealed that certain types of substituents exert consistent and additive effects on the ...