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Ferric(III) Chloride Catalyzed Halogenation Reaction of Alcohols and Carboxylic Acids Using α,α-Dichlorodiphenylmethane

Chang-Hee Lee, Soo-Min Lee, Byul-Hana Min, Dong-Su Kim and Chul-Ho Jun*

*Department of Chemistry, Yonsei University, 50 Yonsei-ro, Seodaemun-gu, Seoul 03722, Republic of Korea, Email: junchyonsei.ac.kr

C.-H. Lee, S.-M. Lee, B.-H. Min, D.-S. Kim, C.-H. Jun, Org. Lett., 2018, 20, 2468-2471.

DOI: 10.1021/acs.orglett.8b00831 (free Supporting Information)


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Abstract

The use of α,α-dichlorodiphenylmethane as chlorinating agent and FeCl3 as the catalyst enables a chlorination of alcohols and carboxylic acids to their corresponding alkyl and acyl chlorides in high yields under mild conditions. In the presence of LiBr or LiI, the respective alkyl bromides and iodides can be generated.


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Key Words

alkyl chlorides, benzyl chlorides


ID: J54-Y2018