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采用脱氢策略利用醇类进行的串联转化和多组分反应。

Tandem transformations and multicomponent reactions utilizing alcohols following dehydrogenation strategy.

作者信息

Paul Bhaskar, Maji Milan, Chakrabarti Kaushik, Kundu Sabuj

机构信息

Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur 208016, India.

出版信息

Org Biomol Chem. 2020 Mar 25;18(12):2193-2214. doi: 10.1039/c9ob02760b.

Abstract

The construction of new C-C, C-N and C-O bonds by replacing hazardous and waste generating chemicals with alcohols as the greener and sustainable reagents is one of the emerging areas of research. In consequence, the borrowing hydrogen and acceptorless dehydrogenative coupling principles have received significant momentum to synthesize various alkylated molecules and N-heterocycles. In the tandem transformations and multi-component reactions, simple substrates are directly converted to new functionalities or complex molecular systems using a single reaction set-up. In this review, the progress of tandem transformation of nitro, nitrile and azide functionalities as well as multi-component reactions utilizing alcohols is summarised. These transformations lead to the atom-economical synthesis of a wide range of alkylated imines, amines, amides and N-heterocycles such as pyrrole, pyridine, pyrimidine, quinoxaline, etc.

摘要

用醇类作为更绿色、更可持续的试剂取代产生有害和废弃物的化学品来构建新的碳-碳、碳-氮和碳-氧键,是一个新兴的研究领域。因此,借氢和无受体脱氢偶联原理在合成各种烷基化分子和氮杂环化合物方面得到了极大的推动。在串联转化和多组分反应中,简单的底物通过单一反应装置直接转化为新的官能团或复杂的分子体系。在这篇综述中,总结了硝基、腈基和叠氮基官能团的串联转化以及利用醇类的多组分反应的进展。这些转化导致了一系列烷基化亚胺、胺、酰胺和氮杂环化合物(如吡咯、吡啶、嘧啶、喹喔啉等)的原子经济性合成。

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