In 2022,Wu, Ying-Ai; Wang, Rui-An; Jiang, Shu-Yun; Jiang, Tai-Bai; Song, Jun-Rong; Shi, Jun; Wu, Wei; Pan, Wei-Dong; Ren, Hai published an article in Green Chemistry. The title of the article was 《Water enables the tunable electrochemical synthesis of heterocyclic 3a- or 5a-bromoindolines》.Category: chlorides-buliding-blocks The author mentioned the following in the article:
Due to the electron-richness of the C3/C2 positions of the indole moiety, direct nucleophilic bromination at the C5-position of tryptophol and tryptamine derivatives is difficult and remains unexplored. Herein, authors report a tunable water-mediated electrooxidative protocol for the dearomative C3/C5-bromocyclization of tryptophol and tryptamine derivatives This electrosynthetic approach enables selective construction of cyclic 3a- or 5a-bromoindolines simply by the addition of different amounts of water, with no addnl. electrolytes, external oxidants, or additives being required. Less water delivers the cyclic 3a-bromoindoline, while more water delivers the 5a-bromoindoline. A detailed mechanistic study showed that an unexpected collaborative bromide ionic electrooxidation at the anode and reductive hydrodebromination at the cathode in the presence of more water is key to the tunable chemoselectivity control. In the experiment, the researchers used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Category: chlorides-buliding-blocks)
Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Category: chlorides-buliding-blocks
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics