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Updated: Jan 19, 2026
Mass Spectrometry: Carboxylic Acid, Ester, and Amide Fragmentation
Regioselective Chlorolactonization of Styrene-Type Carboxylic Esters and Amides via PhICl2-Mediated Oxidative
Linlin Xing1, Yong Zhang1, Yilin Zhang2
1Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology , Tianjin University , Tianjin 300072 , China.
Abstract:
A facile method employing styrene-type carboxylic esters or amides in the presence of PhICl2 in CH3CN was developed to achieve the synthesis of 6-endo products 3,4-dihydroisocoumarins or 3,4-dihydroisocoumarin-1-imines in good to high yields. This metal-free regioselective intramolecular chlorolactonization process was proposed to involve a PhICl2-mediated oxidative C-O bond formation followed by C-Cl bond formation.
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