Expeditious synthesis of phenanthridines through a Pd/MnO2-mediated C-H arylation/oxidative annulation cascade from aldehydes, aryl iodides and amino acids

被引：22

作者：

Fan, Jian ^{[1
]}

Li, Li ^{[1
]}

Zhang, Jitan ^{[1
]}

Xie, Meihua ^{[1
]}

机构：

[1] Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Funct Mol Solids, Anhui Key Lab Mol Based Mat,Minist Educ, Wuhu 241002, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2020年 / 56卷 / 18期

基金：

中国国家自然科学基金;

关键词：

TRANSITION-METAL-FREE; C(SP(3))-H FUNCTIONALIZATION; ARYLATION; CYCLIZATION; KETONES; 2-ISOCYANOBIPHENYLS; DERIVATIVES; FLUOROALKYLATION; BENZALDEHYDES; ALKALOIDS;

D O I：

10.1039/d0cc00300j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The expeditious construction of phenanthridine scaffolds via a Pd/MnO2-mediated C-H arylation/oxidative annulation cascade involving aldehydes, aryl iodides and amino acids is disclosed. This reaction proceeds smoothly involving the formation of multiple chemical bonds with the tolerance of a wide range of functional groups. The control experiments suggest a radical mechanism for C-N bond formation via MnO2-promoted oxidative annulation of imine compounds. The synthetic utility of this transformation has been demonstrated via the straightforward access to bioactive natural alkaloid trisphaeridine and its analogue.

引用

页码：2775 / 2778

页数：4

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