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Literature DB >> 23718233

Aldol reactions in multicomponent reaction based domino pathways: a multipurpose enabling tool in heterocyclic chemistry.

Zhigang Xu¹, Fabio De Moliner, Alexandra P Cappelli, Christopher Hulme.

Abstract

The aldol reaction has been evaluated in combination with the Ugi multicomponent reaction to assemble richly decorated mono- and polycyclic systems via expeditious cascade pathways. A small collection of pyrrolinones was generated thereof, and the scarcely accessible pyridoquinoxalinedione scaffold was also prepared by designing an additional nucleophilic substitution step in this domino sequence requiring minimal operational effort.

Entities: Chemical Species

Mesh：

Substances：

Year: 2013 PMID： 23718233 PMCID： PMC3727662 DOI： 10.1021/ol401068u

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

42 in total

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4. Polycyclic compounds by Ugi-Pictet-Spengler sequence.

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Authors: Arjun Raghuraman; Eunhwa Ko; Lisa M Perez; Thomas R Ioerger; Kevin Burgess
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6. Synthesis of heterocycles via palladium pi-olefin and pi-alkyne chemistry.

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8. Approach to the library of 3-hydroxy-1,5-dihydro-2H-pyrrol-2-ones through a three-component condensation.

Authors: Sergey V Ryabukhin; Dmitriy M Panov; Andrey S Plaskon; Oleksandr O Grygorenko
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Review 9. Emerging molecular diversity from the intra-molecular Ugi reaction: iterative efficiency in medicinal chemistry.

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10. Asymmetric synthesis of synthetic alkaloids by a tandem biocatalysis/Ugi/Pictet-Spengler-type cyclization sequence.

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Review 2. Transition metal-free one-pot synthesis of nitrogen-containing heterocycles.

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3. One-pot synthesis of novel 1-(1H-tetrazol-5-yl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine derivatives via an Ugi-azide 4CR process.

Authors: Mehdi Ghandi; Saleh Salahi; Abuzar Taheri; Alireza Abbasi
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4. A simple one-pot 2-step N-1-alkylation of indoles with α-iminoketones toward the expeditious 3-step synthesis of N-1-quinoxaline-indoles.

Authors: Guillermo Martinez-Ariza; Muhammad Ayaz; Christopher Hulme
Journal: Tetrahedron Lett Date: 2013-12-04 Impact factor: 2.415

5. Metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization: stereospecific construction with concomitant functionalization of indolizin-5(1H)-one.

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9. Synthesis of pyrimido[1,6-a]quinoxalines via intermolecular trapping of thermally generated acyl(quinoxalin-2-yl)ketenes by Schiff bases.

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