697-88-1Relevant articles and documents
PROCESS FOR PREPARATION OF 5-BROMO-1, 2, 3-TRICHLOROBENZENE
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, (2021/08/06)
The present invention relates to a process for preparation of 5-bromo-1,2,3-trichlorobenzene of formula (I) in simple, economical manner with high yield. The 5-bromo-1,2,3-trichlorobenzene of formula (I) is used in preparation of 1-(3,4,5-trichloro-phenyl)-2,2,2-trifluoro-ethanone which is a key intermediate of isoxazoline derivatives. (I)
Visible-light photocatalytic activation of N-chlorosuccinimide by organic dyes for the chlorination of arenes and heteroarenes
Rogers, David A.,Gallegos, Jillian M.,Hopkins, Megan D.,Lignieres, Austin A.,Pitzel, Amy K.,Lamar, Angus A.
, (2019/08/12)
A variety of arenes and heteroarenes are chlorinated in moderate to excellent yields using N-chlorosuccinimide (NCS) under visible-light activated conditions. A screening of known organic dye photocatalysts resulted in the identification of methylene green as the most efficient catalyst to use with NCS. According to mechanistic studies described within, the reaction is speculated to proceed via a single electron oxidation of NCS utilizing methylene green under visible-light photoredox pathway. The photo-oxidation of NCS amplifies the electrophilicity of the chlorine atom of the NCS, thus leading to enhanced reactivity as a chlorinating reagent with aromatic substrates.
Cu-mediated selective bromination of aniline derivatives and preliminary mechanism study
Zhao, Hong-Yi,Yang, Xue-Yan,Lei, Hao,Xin, Minhang,Zhang, San-Qi
supporting information, p. 1406 - 1415 (2019/05/01)
A simple and efficient bromination of aniline, aniline derivatives, and analogs have been developed. Forty three examples were given and the highest yield reached was 98%. Different substrates including substituted aniline, pyridin-amine, N-substituted aniline, N,N-disubstituted aniline, N-phenyl-amide, N-phenyl-sulfonamide, and nitrogen-containing heterocycles were all reactive and selectively generated desired bromo-products. The method can be applied to synthesize drug intermediate and quinoxaline derivatives.