Reductive Cross-Coupling between Arylaldehydes and (Hetero)aryl Electrophiles Using Silylboronate Reductant

Reductive Cross-Coupling between Arylaldehydes and (Hetero)aryl Electrophiles Using Silylboronate Reductant
复制标题

使用甲硅烷基硼酸酯还原剂实现芳基醛和(杂)芳基亲电子试剂之间的还原交叉偶联

DOI:
10.1002/ejoc.202200005
复制
发表时间:
2022
期刊:
Eur. J. Org. Chem.
影响因子:
--
通讯作者:
H.
H.
中科院分区:
--
文献类型:
--
作者:
Watanabe;K.; Takeda;M.; Nagao;K.; Ohmiya;H.

文献摘要

相似文献

描述了使用甲硅烷基硼酸酯作为末端还原剂的芳基醛和芳基亲电子试剂之间的催化还原交叉偶联。该反应涉及铜催化的醛的甲硅烷基硼化反应,得到 O-硼基化的 α-甲硅烷基醇,然后与芳基亲电子试剂发生亲核芳族取代反应。该方案提供了在不使用稀有金属或高碱性有机金属试剂的情况下获取 1,1-二芳基甲醇衍生物的新机会。
A catalytic reductive cross‐coupling between arylaldehydes and aryl electrophiles using a silylboronate as a terminal reductant is described. The reaction involves a copper‐catalyzed silylboration of aldehydes affording theO‐borylated α‐silyl alcohols followed by a nucleophilic aromatic substitution reaction with aryl electrophiles. This protocol offers a new opportunity to access 1,1‐diarylmethanol derivatives without rare metals or highly basic organometallic reagents.