Non-Conventional Methodologies in the Synthesis of 1-Indanones

Oliverio, Manuela; Nardi, Mónica; Costanzo, Paola; Cariati, Luca; Cravotto, Giancarlo; Giofrè, Salvatore V.; Procopio, Antonio

doi:10.3390/molecules19055599

Cited by 27 publications

(28 citation statements)

References 48 publications

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“…Recently, we have reported the application of three different nonconventional techniques to the synthesis of a library of substituted 1-indanones, via the direct Friedel−Crafts intramolecular cyclization of arylpropionic acids, 22 concluding that the Q-tube equipment can be proposed as a valid alternative to monomode MW and US technologies in terms of efficiency, safety, and cleaner reaction profile. Therefore, we applied this methodology to obtain the indanone derivatives 5−8 in quantitative yield and very mild reaction conditions; whereas 6,7-dihydro-5H-indeno [5,6-d] [1,3]dioxol-5-one 9 was commercially available.…”

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confidence: 99%

Design, Synthesis, and Evaluation of Donepezil-Like Compounds as AChE and BACE-1 Inhibitors

Costanzo

Cariati

Desiderio

et al. 2016

ACS Med. Chem. Lett.

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An ecofriendly synthetic pathway for the synthesis of donepezil precursors is described. Alternative energy sources were used for the total synthesis in order to improve yields, regioselectively, and rate of each synthetic step and to reduce the coproduction of waste at the same time. For all products, characterized by an improved structural rigidity respect to donepezil, the inhibitor activity on AChE, the selectivity vs BuChE, the side-activity on BACE-1, and the effect on SHSY-5Y neuroblastoma cells viability were tested. Two potential new lead compounds for a dual therapeutic strategy against Alzheimer's disease were envisaged.

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confidence: 99%

Design, Synthesis, and Evaluation of Donepezil-Like Compounds as AChE and BACE-1 Inhibitors

Costanzo

Cariati

Desiderio

et al. 2016

ACS Med. Chem. Lett.

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“…[5,10] Recently, however,m ilder conditions have been developed, based on the use of metal triflatesi no nly catalytic amounts. [11] Particularly attractive" greener"m ethods combined the use of metal triflatec atalysts with non-conventionalt echniques, such as microwave (MW) irradiation or high intensity ultrasound (US) activation [12] and monomodalM W irradiation in ionic liquids (ILs) as the solvents. [13] Thisl atter approacha lso permitted the recycling of the catalysts withouta ppreciable loss of activity.…”

Section: Intramolecular Friedel-crafts-typec Yclization Reactionsmentioning

confidence: 99%

Recent Advances in the Synthesis of Indanes and Indenes

Gabriele

Mancuso

Veltri

2016

Chemistry A European J

171

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Indanes and indenes are among the most important carbocycles. Many indane and indene derivatives have shown important pharmacological activities, and the indane and indene nuclei are structural motifs present in several natural products of biological relevance. In spite of their importance, only a few reviews on their preparation methods have appeared so far in the literature, the most recent ones being published about ten years ago. The present Review is aimed at filling this gap, presenting some of the most important and innovative approaches to indanes and indenes that have been published in the course of the last ten years (coverage: from 2005 to May, 2015).

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“…Indanones are commonly obtained via intramolecular Friedel-Crafts acylation of 3-arylpropionic acids using harsh reaction conditions which usually employ strong acids as solvents. In order to develop a greener procedure Procopio and co-workers performed the Friedel-Crafts reaction in nonconventional conditions (Scheme 5) [18].…”

Section: Synthesis Of Heterocyclesmentioning

confidence: 99%

The Q-tube System, A Nonconventional Technology for Green Chemistry Practitioners

Nacca

Merlino

Mangiavacchi

et al. 2017

CGC

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Background: High-pressure chemistry offers the possibility to have faster and cleaner transformations thus addressing most of the green chemistry principles. Among the devices recently developed, Q-tube is worth mentioning since it is cheap, easy to handle, safe and highly versatile. Methods: The most recent and interesting results obtained using such technique are reviewed in this study. Results: Examples of the Q-tube assisted reactions in organic synthesis are presented in a critical manner making where possible, a comparison with conventional heating strategies and unconventional energy source such as microwave or ultrasounds assisted synthesis. The application of Q-tube pressure reactor in biofuels manufacture is also discussed. Conclusion: The literature survey clearly revealed that Q-tube is a valid tool in organic synthesis.

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Non-Conventional Methodologies in the Synthesis of 1-Indanones

Cited by 27 publications

References 48 publications

Design, Synthesis, and Evaluation of Donepezil-Like Compounds as AChE and BACE-1 Inhibitors

Design, Synthesis, and Evaluation of Donepezil-Like Compounds as AChE and BACE-1 Inhibitors

Recent Advances in the Synthesis of Indanes and Indenes

The Q-tube System, A Nonconventional Technology for Green Chemistry Practitioners

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