Additive-Free Radical Cascade Reaction of Oxime Esters: Synthesis of Pyrroline-Functionalized Phenanthridines.,The Journal of Organic Chemistry

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Additive-Free Radical Cascade Reaction of Oxime Esters: Synthesis of Pyrroline-Functionalized Phenanthridines.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-09-11 , DOI: 10.1021/acs.joc.0c01532
Yijie Xue ₁ , Dengqi Xue _{1,

2} , Qian He ₁ , Qianwei Ge ₁ , Wei Li ₁ , Liming Shao _{1,

2}

Affiliation

A variety of dihydropyrrole-functionalized phenanthridines were efficiently synthesized by the metal-free, radical cascade cyclization reaction of 2-isocyanobiphenyls with γ,δ-unsaturated oxime esters. The C–N/C–C/C–C bonds were formed via the oil bath method in a one-pot procedure with broad substrate applicability. The radical process was supported by kinetic isotope effect studies and radical inhibition studies.

中文翻译：

肟酯的无自由基自由基级联反应：吡咯啉官能化菲啶的合成。

通过2-异氰基联苯与γ，δ-不饱和肟酯的无金属自由基级联环化反应，可以有效地合成各种二氢吡咯官能化的菲啶。C–N / C–C / C–C键是通过油浴法在一锅法中形成的，具有广泛的底物适用性。自由基过程得到动力学同位素效应研究和自由基抑制研究的支持。

更新日期：2020-10-02

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