Direct Suzuki‐Miyaura Coupling of Naphthalene‐1,8‐diaminato (dan)‐Substituted Cyclopropylboron Compounds

Mikinao Koishi, Kazuki Tomota, Masaaki Nakamoto, Hiroto Yoshida

Advanced Synthesis & Catalysis · 2022 · 13 citations · 31 references

Concepts

Abstract

Abstract We herein describe the direct Suzuki‐Miyaura coupling of dan‐substituted, saturated organoboron compounds. Despite its Lewis acidity‐diminished character of the boron center, cyclopropyl‐B(dan) can be activated by t ‐BuOK to undergo transmetalation with a palladium complex. The increased s‐character of the C−B(dan) bond as compared with other alkyl‐B(dan) should be the key to the reaction. magnified image

References

31