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首页> 外文期刊>Advanced synthesis & catalysis >Highly Regioselective Synthesis of Substituted Isoindolinones via Ruthenium-Catalyzed Alkyne Cyclotrimerizations
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Highly Regioselective Synthesis of Substituted Isoindolinones via Ruthenium-Catalyzed Alkyne Cyclotrimerizations

机译:通过钌催化的炔烃环三聚反应高度取代取代的异吲哚啉酮

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摘要

(Cyclooctadiene)(pentamethylcyclopenta-diene)ruthenium chloride [Cp*RuCl(cod)] has been used to catalyze the regioselective cyclization of amide-tethered diynes with monosubstituted alkynes to give polysubstituted isoindolinones. Notably, the presence of a trimethylsiiyl group on the diyne generally led to complete control over the regioselectivi-ty of the alkyne cyclotrimerization. The cyclization reaction worked well in a sustainable non-chlorinat- ed solvent and was tolerant of moisture. The optimized conditions were effective with a diverse range of alkynes and diynes. The 7-silylisoindolinone products could be halogenated, protodesilylated or ring opened to access a range of usefully functionalized products.
机译:(环辛二烯)(五甲基环戊二烯)氯化钌[Cp * RuCl(cod)]已用于催化酰胺连接的二炔与单取代炔的区域选择性环化反应,从而制得多取代的异吲哚啉酮。值得注意的是,二炔上三甲基甲硅烷基的存在通常导致对炔烃环三聚反应的区域选择性的完全控制。环化反应在可持续的非氯化溶剂中效果很好,并且耐潮。优化的条件对多种炔烃和二炔有效。可以将7-甲硅烷基异吲哚啉酮产品进行卤代,脯氨酰化或开环反应,以得到一系列有用的官能化产品。

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