通过分子内自由基 1,2-炔基迁移实现烯丙醇的氰基烷基化/炔基化。
Cyanoalkylation/alkynylation of allylic alcohol through intramolecular radical 1,2-alkynyl migration.
机构信息
Institute of New Materials & Industry Technology, College of Chemistry&Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. China.
出版信息
Org Biomol Chem. 2021 Mar 21;19(11):2416-2419. doi: 10.1039/d1ob00192b. Epub 2021 Mar 1.
A di-tert-butyl peroxide (DTBP)-promoted difunctionalization of α-aryl α-alkynyl allylic alcohols with alkyl nitriles was developed, affording a series of α-alkynyl γ-cyano functionalized ketones in moderate yields. This procedure involved C(sp)-H bond cleavage of alkyl nitriles and radical 3-exo-dig cyclization. After this, radical 1,2-alkynyl migration is preferred rather than 1,2-aryl migration.
开发了一种在二特丁基过氧化物（DTBP）促进下，α-芳基-α-炔基烯丙醇与烷基腈的双官能化反应，以中等收率得到了一系列α-炔基γ-氰基官能化酮。该过程涉及烷基腈的 C(sp)-H 键断裂和自由基 3-endo-dig 环化。之后，优先发生自由基 1,2-炔基迁移，而不是 1,2-芳基迁移。
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