An MCM-41-immobilized dichloro(pyridine-2-carboxylato)gold(III) complex: an efficient and recyclable catalyst for the annulation of anthranils and ynamides

Zhaohui Xu; Jiajun Zeng; Mingzhong Cai

doi:10.1039/d2dt03733e

An MCM-41-immobilized dichloro(pyridine-2-carboxylato)gold(III) complex: an efficient and recyclable catalyst for the annulation of anthranils and ynamides

Dalton Trans. 2023 Jan 17;52(3):806-817. doi: 10.1039/d2dt03733e.

Authors

Zhaohui Xu¹, Jiajun Zeng¹, Mingzhong Cai¹

Affiliation

¹ Key Lab of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education and College of Chemistry & Chemical Engineering, Jiangxi Normal University, Nanchang 330022, P. R. China. mzcai@jxnu.edu.cn.

PMID: 36594393
DOI: 10.1039/d2dt03733e

Abstract

A new mesoporous MCM-41-immobilized dichloro(pyridine-2-carboxylato)gold(III) complex [MCM-41-PicAuCl₂] was synthesized via an addition reaction of a dichloro(3-hydroxypyridine-2-carboxylato)gold(III) complex to triethoxy(3-isocyanatopropyl)silane, followed by immobilization on MCM-41 and was characterized by different physico-chemical techniques. In the presence of 5 mol% of MCM-41-PicAuCl₂, the annulation reaction between anthranils and ynamides proceeded smoothly under mild conditions to afford diverse 6- or 5-formylindoles with high atom economy and good to excellent yields. This new heterogenized gold(III) complex can be easily recovered through a simple filtration process and recycled more than seven times without any apparent loss of its catalytic efficiency.