Ultrasound-assisted rapid and efficient synthesis of propargylamines

Sreedhar, B.; Reddy, Padi Pratap; Prakash, B. Veda; Ravindra, A. V.

doi:10.1016/j.tetlet.2005.08.047

Cited by 82 publications

(27 citation statements)

References 27 publications

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“…[78] An ultrasound-assisted version of A 3 coupling also has been shown to be highly effective in the presence of CuI as the catalyst in water at an ambient temperature. [79] Formaldehyde as substrates for CuI-catalyzed A 3 coupling in an aqueous solution has been reported recently. It was shown that a variety of substrates such as aromatic, aliphatic and silylated acetylenes as well as alkynols, and secondary amines, could survive the reaction [Eq.…”

Section: Reaction With Iminesmentioning

confidence: 99%

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Catalyzed Reactions of Alkynes in Water

Chen

2006

Adv Synth Catal

122

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Section: Reaction With Iminesmentioning

confidence: 99%

“…(79)(80)(81)]. [146] It was shown that the trans addition of the electrophile derived from the alkyne and the nucleophile to the double bond of the enyne formed the C À C and C À O bonds stereoselectively and simultaneously.…”

Section: Enyne Cyclizationmentioning

confidence: 99%

Catalyzed Reactions of Alkynes in Water

Chen

2006

Adv Synth Catal

122

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“…Both Shi et al [116] and our group [117] found that secondary aminealdehyde-alkyne additions can be catalyzed by CuI in water or under neat conditions under microwave irradiations. Ultrasound can also be used for such reactions in water [118]. Such a reaction was shown by Alper et al in ionic liquids [119].…”

Section: Catalytic Nucleophilic Additions Via Ch Reactionmentioning

confidence: 93%

Unorthodox chemistry for an unorthodox challenge: Exploration of new chemical reactivities for a sustainable future

2011

Sci. China Chem.

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The sustainable development of our future represents an unorthodox challenge in sciences and technologies. The exploration of unconventional chemical reactivities that could potentially result in more sustainable chemical productions with efficient utilization of resource and inherent prevention of waste will provide the foundation for the synthetic chemistry of our future. As part of this endeavor, we have explored metal-mediated reactions in water to minimize protection-deprotection and the use of organic solvents, catalytic nucleophilic additions via C-H reactions to avoid generation and use of stoichiometric organic halides and metal in water, and Cross-Dehydrogenative-Coupling (CDC) reactions to minimize overall transformation steps. green chemistry, organometallic reactions in water, aldehyde-alkyne-amine coupling, cross-dehydrogenative-coupling

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“…Thus, ultrasonic irradiation was applied to the addition of metal acetylides to in situ generated imines leading to propargylamines (17), a protocol described more than one decade ago (Scheme 6). Even though the process was conducted in a common ultrasonic bath, good yields were obtained at room temperature using CuI in aqueous solution [27].…”

Section: Catalyst (10 Mol %)mentioning

confidence: 99%

Merging Metallic Catalysts and Sonication: A Periodic Table Overview

et al. 2017

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Abstract:This account summarizes and discusses recent examples in which the combination of ultrasonic waves and metal-based reagents, including metal nanoparticles, has proven to be a useful choice in synthetic planning. Not only does sonication often enhance the activity of the metal catalyst/reagent, but it also greatly enhances the synthetic transformation that can be conducted under milder conditions relative to conventional protocols. For the sake of clarity, we have adopted a structure according to the periodic-table elements or families, distinguishing between bulk metal reagents and nanoparticles, as well as the supported variations, thus illustrating the characteristics of the method under consideration in target synthesis. The coverage focuses essentially on the last decade, although the discussion also strikes a comparative balance between the more recent advancements and past literature.

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Ultrasound-assisted rapid and efficient synthesis of propargylamines

Cited by 82 publications

References 27 publications

Catalyzed Reactions of Alkynes in Water

Catalyzed Reactions of Alkynes in Water

Unorthodox chemistry for an unorthodox challenge: Exploration of new chemical reactivities for a sustainable future

Merging Metallic Catalysts and Sonication: A Periodic Table Overview

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