Department of Chemistry , University of Chicago , Chicago , Illinois 60637 , United States.
J Am Chem Soc. 2018 Apr 25;140(16):5347-5351. doi: 10.1021/jacs.8b02462. Epub 2018 Apr 17.
Here, we describe that simple ketones can be efficiently employed as electrophiles in Suzuki-Miyaura coupling reactions via catalytic activation of unstrained C-C bonds. A range of common ketones, such as cyclopentanones, acetophenones, acetone and 1-indanones, could be directly coupled with various arylboronates in high site-selectivity, which offers a distinct entry to more functionalized aromatic ketones. Preliminary mechanistic study suggests that the ketone α-C-C bond was cleaved via oxidative addition.
在这里，我们描述了简单的酮可以通过未受应变的 C-C 键的催化活化，有效地作为亲电试剂用于 Suzuki-Miyaura 偶联反应。一系列常见的酮，如环戊酮、苯乙酮、丙酮和 1-茚酮，可以高选择性地与各种芳基硼酸酯直接偶联，为更多功能化的芳香酮提供了独特的入口。初步的机理研究表明，酮的α-C-C 键通过氧化加成断裂。
