The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Chloro(1,5-cyclooctadiene)copper(I) dimer( cas:32717-95-6 ) is researched.Related Products of 32717-95-6.Verma, Pritha; Richter, Jeremy M.; Chekshin, Nikita; Qiao, Jennifer X.; Yu, Jin-Quan published the article 《Iridium(I)-Catalyzed α-C(sp3)-H Alkylation of Saturated Azacycles》 about this compound( cas:32717-95-6 ) in Journal of the American Chemical Society. Keywords: saturated azacycle regioselective alkylation alkene iridium amidoxime directing group; iridium regioselective alkylation catalyst. Let’s learn more about this compound (cas:32717-95-6).
Saturated azacycles are commonly encountered in bioactive compounds and approved therapeutic agents. The development of methods for functionalization of the α-methylene C-H bonds of these highly privileged building blocks is of great importance, especially in drug discovery. While much effort has been dedicated towards this goal of using a directed C-H activation approach, the development of directing groups that are both general, as well as practical, remains a significant challenge. Herein, the design and development of novel amidoxime directing groups is described for Ir(I)-catalyzed α-C(sp3)-H alkylation of saturated azacycles using readily available olefins as coupling partners. This protocol extends the scope of saturated azacycles to piperidines, azepane, and tetrahydroisoquinoline that are incompatible with our previously reported directing group. A variety of olefin coupling partners, including previously unreactive di-substituted terminal olefins and internal olefins, are compatible with this transformation. The selectivity for a branched α-C(sp3)-alkylation product is also observed for the first time when acrylate is used as the reaction partner. The development of practical, one-step installation and removal protocols further add to the utility of amidoxime directing groups.
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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider