Transition-metal free C–C bond cleavage/borylation of cycloketone oxime esters†,Chemical Science

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Transition-metal free C–C bond cleavage/borylation of cycloketone oxime esters†
Chemical Science ( IF 7.6 ) Pub Date : 2018-10-02 00:00:00 , DOI: 10.1039/c8sc03315c
Jin-Jiang Zhang _{1,

2,

3,

4,

5} , Xin-Hua Duan _{1,

2,

3,

4,

5} , Yong Wu _{1,

2,

3,

4,

5} , Jun-Cheng Yang _{1,

2,

3,

4,

5} , Li-Na Guo _{1,

2,

3,

4,

5}

Affiliation

An efficient transition-metal free C–C bond cleavage/borylation of cycloketone oxime esters has been described. In this reaction, the B₂(OH)₄ reagent not only served as the boron source but also acted as an electron donor source through formation of a complex with a DMAc-like Lewis base. This complex could be used as an efficient single electron reductant in other ring-opening transformations of cycloketone oxime esters. Free-radical trapping, radical-clock, and DFT calculations all suggest a radical pathway for this transformation.

中文翻译：

环酮肟酯的无过渡金属的C–C键裂解/碱化†

已经描述了有效的无过渡金属的CC-C键裂解/环化酮肟酯的硼酸酯化反应。在该反应中，B ₂（OH）₄试剂不仅用作硼源，而且还通过与DMAc样的路易斯碱形成络合物而用作电子供体。该配合物可在环酮肟酯的其他开环转化中用作有效的单电子还原剂。自由基诱捕，激进时钟和DFT计算都为这种转变提供了一条激进的途径。

更新日期：2018-10-02

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