18279-23-7Relevant academic research and scientific papers
Lewis Base-Boryl Radicals Enabled the Desulfurizative Reduction and Annulation of Thioamides
Yu, You-Jie,Zhang, Feng-Lian,Cheng, Jie,Hei, Jing-Hao,Deng, Wei-Ting,Wang, Yi-Feng
supporting information, p. 24 - 27 (2018/01/17)
A new protocol for radical transformations of thioamides promoted by Lewis base-boryl radicals is reported. The desulfurizative reduction to access organic amines was enabled utilizing 4-dimethylaminopyridine-BH3 as the boryl radical precursor and PhSH as the polarity reversal catalyst. Alternatively, the chain process for unsaturated thioamides was switched to an annulation reaction using N-heterocyclic carbene-BH3 as the boryl radical precursor and sterically bulky Ph3CSH as the catalyst, allowing for the construction of N-heterocyclic and carbocyclic skeletons.
Synthesis of Lactones via C-H Functionalization of Nonactivated C(sp3)-H Bonds
Richers, Johannes,Heilmann, Michael,Drees, Markus,Tiefenbacher, Konrad
supporting information, p. 6472 - 6475 (2016/12/23)
An electron-deficient amide is utilized as a directing group to functionalize nonactivated C(sp3)-H bonds through radical 1,5-hydrogen abstraction. The γ-bromoamides formed are subsequently converted to γ-lactones under mild conditions. The method described is not limited to tertiary and secondary positions but also allows functionalization of primary nonactivated sp3-hybridized positions in a one-pot sequence. In addition, the broad functional group tolerance renders this method suitable for the late-stage introduction of γ-lactones into complex carbon frameworks.
N-(pyrimidinyl)-tricyclo[3(or 4).2.2.02,4(or 5) ]-non (or dec)ene-dicarboximides
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, (2008/06/13)
Tricyclicdicarboximides representatively prepared by the Diels-Alder condensation of a cyclic diene such as cycloheptatriene, cyclooctatetraene and the like with a dienophile such as substituted N-phenylmaleimide and the like are disclosed having pharmace
