NHC-Catalyzed Aza-Benzoin Condensation of <i>N</i>,<i>N</i>′-Dipyridin-2-yl Aminals with Aldehydes
作者:Justin S. Lamb、Ryo Takashima、Yumiko Suzuki
DOI:10.1021/acs.joc.1c00973
日期:2021.8.6
α-Amino ketones are useful compounds because of their synthetic utility and bioactivities. After observing the ability of N,N′-dipyridin-2-yl aminals to form imines in situ, the synthesis of α-amino ketones using N,N′-dipyridin-2-yl aminals was proposed. Through the NHC-catalyzed aza-benzoin reaction between aromatic/aliphatic aldehydes and N,N′-dipyridin-2-yl aminals, α-amino ketones, including aromatic
α-氨基酮是有用的化合物,因为它们具有合成效用和生物活性。观察的能力后Ñ,Ñ '-dipyridin -2-基缩醛胺,以形成亚胺原位,α氨基酮的使用合成Ñ,Ñ '-dipyridin -2-基缩醛胺中提出的。通过芳香族/脂肪族醛与N , N '-二吡啶-2-基缩醛胺之间的 NHC 催化氮杂-安息香反应,合成了 α-氨基酮,包括芳香族、杂环和脂肪族版本,产率高达 99%。从N , N , N到N -Boc 保护的 α-氨基酮的直接途径还发现了 '-tris-Boc 缩醛胺,以高达 73% 的产率生成所需的N -Boc保护的 α-氨基酮。