The Smiles rearrangement is an exceptionally versatile method in organic synthesis,providing a broad canvas for designing cascade reactions that construct new Csp^(2)-Y(Y=C,O,N,S,CO,etc.)bonds.Among the various types ...The Smiles rearrangement is an exceptionally versatile method in organic synthesis,providing a broad canvas for designing cascade reactions that construct new Csp^(2)-Y(Y=C,O,N,S,CO,etc.)bonds.Among the various types of Smiles rearrangement,the radical-type variant has emerged as a more powerful,mild,efficient,and modern synthetic technique compared to its traditional ionic counterpart.This approach excels in generating new(hetero)aromatic migration products,enabling significant advancements in recent years.This tutorial review focuses on the recent progress,since 2016,in the development and application of radical Smiles rearrangement in organic chemistry.Special attention is paid to novel transformations achieved through photochemical,electrochemical,and transition metal catalysis methods.展开更多
基金Financial support from the Fundamental Research Funds for Gannan Medical University(No.QD202429)National Natural Science Foundation of China(No.22171206)+2 种基金Natural Science Foundation of Zhejiang Province(No.LZ23B020001)Zhejiang Provincial Ten Thousand Talent Program(No.2023R5244)Open Research Fund of School of Chemistry and Chemical Engineering,Henan Normal University(No.2020ZD04).
文摘The Smiles rearrangement is an exceptionally versatile method in organic synthesis,providing a broad canvas for designing cascade reactions that construct new Csp^(2)-Y(Y=C,O,N,S,CO,etc.)bonds.Among the various types of Smiles rearrangement,the radical-type variant has emerged as a more powerful,mild,efficient,and modern synthetic technique compared to its traditional ionic counterpart.This approach excels in generating new(hetero)aromatic migration products,enabling significant advancements in recent years.This tutorial review focuses on the recent progress,since 2016,in the development and application of radical Smiles rearrangement in organic chemistry.Special attention is paid to novel transformations achieved through photochemical,electrochemical,and transition metal catalysis methods.
