A Gilman reagent is a lithium and copper (diorganocopper) reagent compound, R2CuLi, where R is an organic radical. These are useful because they react with chlorides, bromides, and iodides to replace the halide group with an R group. This is extremely useful in creating larger molecules from smaller ones.
These reagents were discovered by Henry Gilman. Lithium dimethylcopper (CH3)2CuLi can be prepared by adding copper(I) iodide to methyl lithium in tetrahydrofuran at −78 °C. In the reaction depicted below, the Gilman reagent is a methylating reagent reacting with an alkyne in a conjugate addition, and the negative charge is trapped in a nucleophilic acyl substitution with the ester group forming a cyclic enone.
Wipo Publishes Patent of Industry-Academic Cooperation Foundation Gyeongsang National University, Yun-Hi Kim, Hui-Jun Yun and Soon-Ki Kwon for "Novel Method for Preparing Fused Heterocyclic Compound Using Gilman Reagent" (South Korean Inventors)
Nov 29, 2013; GENEVA, Nov. 29 -- Publication No. WO/2013/176325 was published on Nov. 28.Title of the invention: "NOVEL METHOD FOR PREPARING...