Heterogeneous Palladium-Catalyzed Hydrogen-Transfer Cyclization of Nitroacetophenones with Benzylamines: Access to C−N Bonds
作者:Lin Tang、Pengfei Wang、Yang Fan、Xingkun Yang、Changfeng Wan、Zhenggen Zha
DOI:10.1002/cctc.201601060
日期:2016.12.7
The first Pd/C‐catalyzed oxidative C(sp3)−H bond amination of o‐nitroacetophenones with benzylamines or amino acids proceeding through C−N bond cleavage followed by C−N bond formation by a hydrogen‐transfer strategy was developed. These transformations proceeded smoothly in water to afford the desired quinazolines in moderate to good yields. This protocol has a broad substrate scope and good tolerance
开发了第一个Pd / C催化邻硝基苯乙酮与苄胺或氨基酸的氧化C(sp 3)-H键胺化反应,先通过C-N键断裂,然后通过氢转移策略形成C-N键。这些转化在水中顺利进行,以中等至良好的产率提供所需的喹唑啉。该方案具有广泛的底物范围和良好的空气耐受性,提供了出色的催化剂可回收性,并且不需要任何其他的氧化剂,配体或碱。所有这些因素的结合为多重C-N键的形成提供了一个新的实用途径。此外,热过滤实验表明,反应过程中的非均相钯纳米颗粒是活性物质。