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Synthesis of α,α‐Dichloroketones through Sequential Reaction of Decarboxylative Coupling and Chlorination
Author(s) -
Cho Eunjeong,
Kim Myungjin,
Jayaraman Aravindan,
Kim Jimin,
Lee Sunwoo
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701640
Subject(s) - chemistry , trichloroisocyanuric acid , aryl , decarboxylation , catalysis , coupling reaction , reaction conditions , functional group , medicinal chemistry , organic chemistry , coupling (piping) , alkyl , mechanical engineering , engineering , polymer
2,2‐Dichloro‐1,2‐diarylethanones were synthesized from diarylalkynes and trichloroisocyanuric acid. The reaction was conducted in CH 3 CN/H 2 O at room temperature for 12 h. In addition, the desired 2,2‐dichloro‐1,2‐diarylethanones could be prepared from aryl bromides and propiolic acid through sequential Pd‐catalyzed decarboxylative coupling and chlorination. This method showed moderate to good yields and good tolerance toward functional groups such as chlorides, bromides, aldehydes, and ketones.