Direct Suzuki-Miyaura Coupling of Naphthalene-1,8-diaminato (dan)-Substituted Cyclopropylboron Compounds,Advanced Synthesis & Catalysis

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Direct Suzuki-Miyaura Coupling of Naphthalene-1,8-diaminato (dan)-Substituted Cyclopropylboron Compounds
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2022-11-10 , DOI: 10.1002/adsc.202201141
Mikinao Koishi ₁ , Kazuki Tomota ₁ , Masaaki Nakamoto ₁ , Hiroto Yoshida ₁

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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.

中文翻译：

Naphthalene-1,8-diaminato (dan)-取代的环丙基硼化合物的直接 Suzuki-Miyaura 偶联

我们在此描述了丹取代的饱和有机硼化合物的直接 Suzuki-Miyaura 偶联。尽管硼中心具有路易斯酸度降低的特性，但环丙基-B(dan) 可以被t -BuOK 激活，与钯配合物进行金属转移。与其他烷基-B(dan)相比，C−B(dan)键的s-特征增加应该是反应的关键。

更新日期：2022-11-10

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