Facile Construction of Hydantoin Scaffolds via a Post-Ugi Cascade Reaction

Synlett ◽  
2018 ◽  
Vol 29 (16) ◽  
pp. 2199-2202 ◽  
Author(s):  
Chuan Xu ◽  
Zhong-Zhu Chen ◽  
Zhi-Gang Xu ◽  
Yong Ding ◽  
Jiang-Ping Meng ◽  
...  

A small series of hydantoins was efficiently synthesized via a two-step Ugi/cyclization reaction sequence using alkyne group as a leaving group under basic conditions. This microwave-assisted one-pot cyclization strategy could be applicable to other multicomponent reactions (MCRs) for synthesizing bioactive and drug-like hydantoins.

Synthesis ◽  
2020 ◽  
Author(s):  
Guolin Zhang ◽  
Yongping Yu ◽  
Zijuan Wang ◽  
Wenteng Chen ◽  
Chang He

AbstractA one-pot method for joining three separate components leading to an assortment of 4-arylquinazolines (27 examples) in good to excellent yields is described. The method consists of a palladium(II)-catalyzed­ cascade reaction involving C(sp)–C(sp2) coupling followed by intramolecular C–N bond formation. The reaction was readily scaled up to gram quantity and successfully applied to the synthesis of a translocator­ protein (TSPO) ligand.


2011 ◽  
Vol 84 (3) ◽  
pp. 707-719 ◽  
Author(s):  
C. Robert McElroy ◽  
Fabio Aricò ◽  
Franco Benetollo ◽  
Pietro Tundo

A number of six-membered cyclic carbamates (oxazinanones) were synthesized from the reaction of a primary amine or hydrazine with a dicarbonate derivative of 1,3-diols in a one-pot reaction, in good yield, short time span, and in the absence of a solvent. The reaction proceeds in two steps: an intermolecular reaction to give a linear intermediate and an intramolecular cyclization to yield the cyclic carbamate. This is the first example of a carbonate reacting selectively and sequentially, firstly at the carbonyl center to form a linear carbamate and then as a leaving group to yield a cyclic carbamate.


2020 ◽  
Vol 16 ◽  
pp. 663-669
Author(s):  
Yong Li ◽  
Zheng Huang ◽  
Jia Xu ◽  
Yong Ding ◽  
Dian-Yong Tang ◽  
...  

A facile microwave-assisted method for the synthesis of tetramic acid derivatives has been developed through an Ugi/Dieckmann cyclization strategy with DBU. This two-step one-pot procedure afforded the targeted tetramic acid analogues in good yields. With commercially available Ugi starting materials, microwave irradiation, a simple operation, excellent yields, and a broad scope, this reaction has the potential to produce a large number of tetramic acid analogues, which cannot be easily accessed by the classic synthetic methods.


RSC Advances ◽  
2021 ◽  
Vol 11 (53) ◽  
pp. 33288-33293
Author(s):  
Prajna Parimita Mohanta ◽  
Aparna Prabha Devi ◽  
Bhawani Prasad Bag ◽  
Hari Narayan Pati ◽  
Ajaya Kumar Behera

Fluorophoric thiazoloquinazoline derivatives were synthesized under microwave assisted one-pot three-component cascade reaction. Owing to their unique structural arrangement, a new bioactive molecular receptor was developed for HSO4− and Hg2+ ions.


2019 ◽  
Vol 352 (11) ◽  
pp. 1900165 ◽  
Author(s):  
Zhizheng Bai ◽  
Huidan Huang ◽  
Jianqiu Chen ◽  
Xiaoyun Zhang ◽  
Yimei Ding

2013 ◽  
Vol 30 (6) ◽  
pp. 636-642
Author(s):  
Xueli Zhang ◽  
Zhilan Lin ◽  
Huiling Hu ◽  
Jiaxin He ◽  
Yuan Gao

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