Metal-Free Directed Site-Selective Csp3-H Borylation of Saturated Cyclic Amines,Angewandte Chemie International Edition

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Metal-Free Directed Site-Selective Csp3-H Borylation of Saturated Cyclic Amines
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2023-08-03 , DOI: 10.1002/anie.202309295
Puneeth Kumar Someswara Ashwathappa ₁ , Takuya Higashi ₂ , Vincent Desrosiers ₁ , Alvaro A Omaña ₁ , Frédéric-Georges Fontaine ₁

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Cyclic amines can undergo Csp³−H borylation using BBr₃. At high temperature in a microwave reactor, the α-borylation is preferred, whereas the presence of a Lewis base at lower temperature will lead to the β-borylation selectively. Mechanistic studies support the presence of an enamine intermediate for both processes.

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