Photodecarboxylative chlorination of carboxylic acids via their benzophenone oxime esters
作者:Masato Hasebe、Takashi Tsuchiya
DOI:10.1016/s0040-4039(00)82327-8
日期:1988.1
Decarboxylative chlorination of various aromatic and aliphatic carboxylic acids is performed successfully by the photolysis of their benzophenone oxime esters in carbon tetrachloride and corresponding chloro compounds are prepared in good yields. High selective generation of the certain radical and efficiency of the stable radical precursor, benzophenone oxime ester, afford much advantage for radical
5-hydrogen atom transfer strategy for remote C(sp3)–H imination under visible-light-induced photochemical metal-free conditions afforded diverse γ-imino alkenes with excellent stereoselectivity. Oxime ester-based bifunctional reagents provided not only nucleophilic alkyl radicals for radicaladdition reactions with electron-deficient alkynes but also long-lived steady-state imine radicals for trapping
developed using a range of bifunctionalization reagents. This strategy involves a unique N(sp3)–N(sp2) radical coupling between the hydrazine radical and the imine radical. More than 30 triazane core motifs were constructed by installing imines and various functionalgroups, including alkyl, phenyl, cyanoalkyl, and sulfonyl groups, on both ends of the nitrogen–nitrogen bond of diazenes in an efficient