Automated Serendipity with Self-Optimizing Continuous-Flow Reactors

被引：47

作者：

Amara, Zacharias ^{[1
]}

Streng, Emilia S. ^{[1
]}

Skilton, Ryan A. ^{[1
]}

Jin, Jing ^{[1
]}

George, Michael W. ^{[1
,2
]}

Poliakoff, Martyn ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

[2] Univ Nottingham Ningbo China, Dept Chem & Environm Engn, Ningbo 315100, Zhejiang, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 28期

关键词：

Self-optimization; Flow chemistry; Aniline; Alkylation; Acid-base catalysis; Supercritical fluids; DIMETHYL CARBONATE; DISCOVERY TOOL; OPTIMIZATION; SYSTEM; CHEMISTRY; ALCOHOLS; AMINES;

D O I：

10.1002/ejoc.201500980

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A self-optimizing approach is used as a tool for targeting known and unknown materials in the continuous reaction of aniline, dimethyl carbonate (DMC) and tetrahydrofuran (THF) in supercritical CO2 on gamma-Al2O3. The study led to the formation of methylated anilines or carbamate derivatives and unusual addition products with THF including pyrrolidines and N-alkylated anilines. The identification of these products leads to the development of a plausible mechanism for the reactions. The system not only demonstrates a high flexibility that the self-optimization approach provides, including the ability to optimize for a variety of products by using a single catalyst, but also the ability to discover unexpected and original synthetic reactions.

引用

页码：6141 / 6145

页数：5