High throughput mechanochemistry: application to parallel synthesis of benzoxazines

Martina, Katia; Rotolo, Laura; Porcheddu, Andrea; Delogu, Francesco; Bysouth, Stephen R.; Cravotto, Giancarlo; Colacino, Evelina

doi:10.1039/c7cc07758k

Cited by 31 publications

(31 citation statements)

References 41 publications

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“…48,49 It has also been utilized for the “parallel synthesis” of 3,4-dihydro-2 H -benzo[ e ][1,3]oxazine derivatives, thus showing the convenience of processing simultaneously up to 48 samples. 50…”

Section: Characterization Of Processing Conditionsmentioning

confidence: 99%

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Processing and Investigation Methods in Mechanochemical Kinetics

et al. 2018

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The present work focuses on the challenges that emerge in connection with the kinetics of mechanically activated transformations. This is an important topics to comprehend to enable the full exploitation of mechanical processing in a broad spectrum of areas related to chemistry and materials science and engineering. Emerging challenges involve a number of facets regarding materials and material properties, working principles of ball mills and milling conditions, and local changes occurring in series in processed materials. Within this context, it is highly desirable to relate the nature and rate of observed mechanochemical transformations to individual collisions and then to the processes induced by mechanical stresses on the molecular scale. Hence, it is necessary to characterize the milling regimes that can establish in ball mills regarding frequency and energy of collisions, map the relationship between milling dynamics and transformation kinetics, and obtain mechanistic information through proper time-resolved investigations in situ . A few specific hints are provided in this respect.

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Section: Characterization Of Processing Conditionsmentioning

confidence: 99%

“…Therefore, characterizing the milling dynamics is of primary importance for the suitable control of experimental conditions. 50,51…”

Section: Characterization Of Processing Conditionsmentioning

confidence: 99%

Processing and Investigation Methods in Mechanochemical Kinetics

et al. 2018

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“…Consequently, it is tempting to consider certain classes of reactions, for example, the herein‐demonstrated family of C−N coupling reactions of amides and sulfonamides, as mechanochemically favored. The prospect of such mechanochemically‐favored reactions should be highly exciting in the context of establishing new synthetic transformations, suggesting the need for systematic inclusion of mechanochemistry in protocols for reaction discovery.…”

Section: Discussionmentioning

confidence: 99%

Catalytic Room‐Temperature C−N Coupling of Amides and Isocyanates by Using Mechanochemistry

et al. 2020

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A mechanochemical route is developed for room‐temperature and solvent‐free derivatization of different types of amides into carbamoyl isatins (up to 96 % conversion or yield), benzamides (up to 81 % yield), and imides (up to 92 % yield). In solution, this copper‐catalyzed coupling either does not take place or requires high temperatures at which it may also be competing with alternative thermal reactivity, highlighting the beneficial role of mechanochemistry for this reaction. Such behavior resembles the previously investigated coupling with sulfonamide substrates, suggesting that this type of C−N coupling is an example of a mechanochemically favored reaction, for which mechanochemistry appears to be a favored environment over solution.

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“…adapter capable of processing up to 12 samples at the same time [94]. The adapter can be made in different sizes to accommodate 4 vials of 100 mL, 8 vials of 20 mL, or 12 vials of 2 mL volume.…”

Section: (A) Rod Mill and Rotating Film Reactors For Solvent-free Phomentioning

confidence: 99%