Dichlorination of Alkenes Using 1,3‐Dichloro‐5,5‐Dimethylhydantoin and ZnCl<sub>2</sub>

Ángel, Alix Y. Bastidas; Bragança, Emanuella F.; Alberto, Eduardo E.

doi:10.1002/slct.201902568

Cited by 7 publications

(2 citation statements)

References 57 publications

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“…Methyl cinnamate was also readily chlorinated, giving the corresponding dichlorides ( 21 and 22 ) in a combined yield of 56 % and a 2 : 1 d.r. in favour of the anti‐isomer [21] . Minor amounts of the elimination product, methyl β‐chlorocinnamate ( 23 ), were also isolated.…”

Section: Methodsmentioning

confidence: 99%

[Ag]₂[B₁₂Cl₁₂] as a Catalyst in PhICl₂ Mediated Chlorination**

2021

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The weakly coordinating dianion [B 12 Cl 12 ] 2À originates from a family of carboranes typically reserved for application in coordination chemistry. Herein, we show that its readily accessible Ag(I) salt, [Ag] 2 [B 12 Cl 12 ], can be used as a catalyst in the PhICl 2 mediated chlorination of arenes, alkenes, and alkynes. The promising activity displayed by [Ag] 2 [B 12 Cl 12 ] over a variety of commercially available Ag(I) sources merits its incorporation to the toolkit of commonly screened silver catalysts in synthesis.

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Section: Methodsmentioning

confidence: 99%

[Ag]₂[B₁₂Cl₁₂] as a Catalyst in PhICl₂ Mediated Chlorination**

2021

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“…They have been employed as a chlorine source and found useful in a range of synthetic transformations. 46,47 These substrates have significant operational advantages including commercial availability, air and moisture stability, general high reactivity, and easy product purification process. N-halogenated hydantoins have low solubility in water, but ppm levels are enough to serve as bleaching agents, antiseptics, and fungicides as it slowly decomposes to produce free halogen in water.…”

Section: N-halogenation In Hydantoinmentioning

confidence: 99%

Designed Synthesis of Diversely Substituted Hydantoins and Hydantoin-Based Hybrid Molecules: A Personal Account

Kumar¹

2021

Synlett

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Hydantoin and its analogs such as thiohydantoin and iminohydantoin have received substantial attention both from a chemical and biological point of view. Several compounds of this class have shown useful pharmacological activities such as anticonvulsant, antitumor, antiarrhythmic, herbicidal, and others that lead in some cases to clinical applications. Because of broad-spectrum activities, intensive research efforts have been dedicated in industry and academia to the synthesis and structural modifications of hydantoin and its derivatives. Realizing the importance of hydantoin in organic and medicinal chemistry, we also initiated a research program to successfully design and develop the new routes/methods resulting in the formation of hydantoin, thiohydantoin, and iminohydantoin substituted at different positions particularly at the N-1 position without following protection-deprotection strategy. Given the fact that the combination of two or more pharmacophoric groups may lead to hybrid molecules which result in a mixed mechanism of action on the biological target. We, therefore, further extended the developed strategy for the synthesis of new types of hydantoin-based hybrid molecules by combining hydantoin with a triazole, isoxazoline, and phosphate scaffolds as another pharmacophoric group to exploit diverse biological functions.

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