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Catalytic Cascade Reactions

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: closed (10 October 2017) | Viewed by 11818

Special Issue Editor


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Guest Editor
Department of Chemistry, The University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045, USA
Interests: organometallics; palladacycles; heterocycles; palladium-catalyzed reactions; multi-component reactions; sequential metal-catalyzed reactions; pot economy
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Special Issue Information

Dear Colleagues,

In recent years, the drive to maximize the brevity of synthetic schemes came to the forefront of organic synthesis. The emergence of various cascade reactions, also referrred to as domino or tandem reactions, brought about major breakthroughs in this field. Cascade reactions create multiple carbon–carbon bonds in a single synthetic operation and rapidly achieve a significant increase in the molecular complexity. Cascade reactions that are performed under catalytic conditions are the most desirable from the standpoint of overall atom economy.

Strategic applications of cascade reactions with diverse mechanistic foundations (reactions with ionic, radical or metal-containing intermediates) in total synthesis delivered impressively short and efficient routes to highly complex organic structures.

The aims of this Special Issue is to highlight recent advances in the design, development and applications of catalytic cascade reactions to organic synthesis. Of special interest are catalytic asymmetric reactions, as well as protocols that could trigger stereo-divergent or regio-divergent pathways by a change in the features of the catalytic system.

Prof. Dr. Helena C. Malinakova
Guest Editor

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Keywords

  • Step economy
  • Carbon economy
  • Cascade reactions
  • Tandem reactions
  • Domino reactions
  • Asymmetric catalysis
  • Transition metal-catalysis
  • Organocatalysis
  • Single-electron transfer
  • Photocatalysis
  • Stereo-divergent
  • Regio-divergent

Published Papers (2 papers)

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Research

1216 KiB  
Article
An Efficient, Eco-friendly and Sustainable One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Directly from Alcohols Catalyzed by Heteropolyanion-Based Ionic Liquids
by Renzhong Fu, Yang Yang, Xudong Ma, Yu Sun, Jin Li, Hang Gao, Huaxing Hu, Xiaojun Zeng and Jun Yi
Molecules 2017, 22(9), 1531; https://doi.org/10.3390/molecules22091531 - 11 Sep 2017
Cited by 18 | Viewed by 6417
Abstract
Efficient, eco-friendly and sustainable access to 3,4-dihydropyrimidin-2(1H)-ones directly from alcohols under microwave and solvent-free conditions has been reported. The practical protocol involves heteropolyanion-based catalyzed oxidation of alcohols to aldehydes with NaNO3 as the oxidant followed by cyclocondensation with dicarbonyl compounds [...] Read more.
Efficient, eco-friendly and sustainable access to 3,4-dihydropyrimidin-2(1H)-ones directly from alcohols under microwave and solvent-free conditions has been reported. The practical protocol involves heteropolyanion-based catalyzed oxidation of alcohols to aldehydes with NaNO3 as the oxidant followed by cyclocondensation with dicarbonyl compounds and urea or thiourea in a two-step, one-pot manner. Compatibility with different functional groups, good to excellent yields and reusable catalysts are the main highlights. The utilization of alcohols instead of aldehydes is a valid and green alternative to the classical Biginelli reaction. Full article
(This article belongs to the Special Issue Catalytic Cascade Reactions)
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13947 KiB  
Article
FeCl3∙6H2O/TMSBr-Catalyzed Rapid Synthesis of Dihydropyrimidinones and Dihydropyrimidinethiones under Microwave Irradiation
by Fei Zhao, Xiuwen Jia, Pinyi Li, Jingwei Zhao, Jun Huang, Honglian Li and Lin Li
Molecules 2017, 22(9), 1503; https://doi.org/10.3390/molecules22091503 - 11 Sep 2017
Cited by 4 | Viewed by 4800
Abstract
An efficient and practical protocol has been developed to synthesize dihydropyrimidinones and dihydropyrimidinethiones through FeCl3∙6H2O/TMSBr-catalyzed three-component cyclocondensation under microwave irradiation. This approach features high yields, broad substrate scope, short reaction time, mild reaction conditions, operational simplicity and easy work-up, [...] Read more.
An efficient and practical protocol has been developed to synthesize dihydropyrimidinones and dihydropyrimidinethiones through FeCl3∙6H2O/TMSBr-catalyzed three-component cyclocondensation under microwave irradiation. This approach features high yields, broad substrate scope, short reaction time, mild reaction conditions, operational simplicity and easy work-up, thus affording a versatile method for the synthesis of dihydropyrimidinones and dihydropyrimidinethiones. Full article
(This article belongs to the Special Issue Catalytic Cascade Reactions)
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