Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 52287-51-1, is researched, SMILESS is BrC1=CC=C2OCCOC2=C1, Molecular C8H7BrO2Journal, Article, Journal of the American Chemical Society called Transnitrilation from Dimethylmalononitrile to Aryl Grignard and Lithium Reagents: A Practical Method for Aryl Nitrile Synthesis, Author is Reeves, Jonathan T.; Malapit, Christian A.; Buono, Frederic G.; Sidhu, Kanwar P.; Marsini, Maurice A.; Sader, C. Avery; Fandrick, Keith R.; Busacca, Carl A.; Senanayake, Chris H., the main research direction is transnitrilation aryl Grignard lithium reagent dimethylmalononitrile; aryl nitrile synthesis transnitrilation.Product Details of 52287-51-1.
An electrophilic cyanation of aryl Grignard or lithium reagents, generated in situ from the corresponding aryl bromides or iodides, by a transnitrilation with dimethylmalononitrile (DMMN) was developed. DMMN is a com. available, bench-stable solid. The transnitrilation with DMMN avoids the use of toxic reagents and transition metals and occurs under mild reaction conditions, even for extremely sterically hindered substrates. The transnitrilation of aryllithium species generated by directed ortho-lithiation enabled a net C-H cyanation. The intermediacy of a Thorpe-type imine adduct in the reaction was supported by isolation of the corresponding ketone from the quenched reaction. Computational studies supported the energetic favorability of retro-Thorpe fragmentation of the imine adduct.
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Reference:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics