Recent advances in asymmetric multicomponent reactions (AMCRs)

Ahmadi, Tahereh; Gholamzadeh, Parisa; Mollabagher, Hoda

doi:10.1016/j.tetasy.2017.04.002

Cited by 59 publications

(23 citation statements)

References 93 publications

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“…Therefore, exploring highly efficient approaches to optically active spiro thiazol‐4‐ones will be of great importance and remains a challenging task. Due to their improved efficiency, reduced waste, and rapid access to structural diversity, catalytic asymmetric multi‐component reactions (AMCRs) has proven to be a powerful tool to enable the rapid stereoselective construction of enantio‐enriched complex compounds from simple and readily available starting materials in a single operation . As a part of our ongoing research on the development of approaches to biorelevant heterocycles, we were interested in the rapid construction of a spiro thiazol‐4‐one scaffold via the organocatalyzed three‐component cascade reaction of thiazol‐4‐one, acrolein and nitroolefins.…”

Section: Methodsmentioning

confidence: 99%

Enantioselective Construction of Spiro Thiazol‐4‐one Derivatives with Multiple Stereocenters via an Organocatalyzed Multicomponent Cascade Reaction

2018

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We have developed an organocatalyzed asymmetric three‐component reaction of thiazol‐4‐ones, acrolein and nitroolefins, which provides an efficient approach to access optically active spiro thiazol‐4‐ones. Under the catalysis of a bifunctional squaramide derived from L‐tert‐leucine, the reactions of a wide range of thiazol‐4‐ones, acrolein and nitroolefins took place smoothly to generate the corresponding spirothiazolone derivatives bearing four contiguous stereogenic centers in good yields with high levels of enantioselectivity. The title chiral spirothiazolones were obtained as a pair of separable epimers, which are formed through a double Michael addition followed by a Henry process.

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Section: Methodsmentioning

confidence: 99%

Enantioselective Construction of Spiro Thiazol‐4‐one Derivatives with Multiple Stereocenters via an Organocatalyzed Multicomponent Cascade Reaction

2018

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“…Multi-component reactions are one of the most powerful tools for the one pot synthesis of complex molecular structures with various functional groups [ 103 – 108 ]. Starting from the development of the Strecker synthesis of amino acids, many variations have been made till date.…”

Section: Reviewmentioning

confidence: 99%

Mechanochemical synthesis of small organic molecules

Achar

Bose

Mal

2017

Beilstein J. Org. Chem.

239

111

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With the growing interest in renewable energy and global warming, it is important to minimize the usage of hazardous chemicals in both academic and industrial research, elimination of waste, and possibly recycle them to obtain better results in greener fashion. The studies under the area of mechanochemistry which cover the grinding chemistry to ball milling, sonication, etc. are certainly of interest to the researchers working on the development of green methodologies. In this review, a collection of examples on recent developments in organic bond formation reactions like carbon–carbon (C–C), carbon–nitrogen (C–N), carbon–oxygen (C–O), carbon–halogen (C–X), etc. is documented. Mechanochemical syntheses of heterocyclic rings, multicomponent reactions and organometallic molecules including their catalytic applications are also highlighted.

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“…The requirement for the rapid and selective structure of biologically active materials for drug discovery has led to the widespread development of heterogenous catalysis, which allows the researcher to reduce the steps of the reactions. [14][15][16][17] Heterogeneous catalysts have also many other advantages such as easily isolation from the mixture of the reaction, be recyclable and less contamination in nal product. 18 Metal organic frameworks (MOFs) attracted the attention of the scientic community around 1990 (ref.…”

Section: Introductionmentioning

confidence: 99%