Literature DB >> 34227382

Base-Promoted Three-Component Cascade Reaction of α-Hydroxy Ketones, Malonodinitrile, and Alcohols: Direct Access to Tetrasubstituted NH-Pyrroles.

Hongjian Liu1, Chaorong Qi1, Lu Wang1, Yanhui Guo1, Dan Li1, Huanfeng Jiang1.   

Abstract

A base-promoted three-component cascade reaction of α-hydroxy ketones, malonodinitrile, and alcohols has been developed, providing a direct and efficient route to a range of structurally diverse and synthetically useful 2-alkyloxy-1H-pyrrole-3-carbonitrile derivatives. The reaction involved three different bond (C-C, C-O, and C-N) formations in a single step, and its regioselectivity was depended on the structure of the α-hydroxy ketones employed. The use of easily available starting materials, wide substrate scope, good functional group tolerance, operational simplicity, and high atom economy are attractive features of the new method.

Entities:  

Year:  2021        PMID: 34227382     DOI: 10.1021/acs.joc.1c00882

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Molecular diversity of the base-promoted reaction of phenacylmalononitriles with dialkyl but-2-ynedioates.

Authors:  Hui Zheng; Ying Han; Jing Sun; Chao-Guo Yan
Journal:  Beilstein J Org Chem       Date:  2022-08-08       Impact factor: 2.544

2.  Primary Amine Nucleophilic Addition to Nitrilium Closo-Dodecaborate [B12H11NCCH3]-: A Simple and Effective Route to the New BNCT Drug Design.

Authors:  Alexey V Nelyubin; Nikita A Selivanov; Alexander Yu Bykov; Ilya N Klyukin; Alexander S Novikov; Andrey P Zhdanov; Natalia Yu Karpechenko; Mikhail S Grigoriev; Konstantin Yu Zhizhin; Nikolay T Kuznetsov
Journal:  Int J Mol Sci       Date:  2021-12-13       Impact factor: 5.923

  2 in total

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