One pot synthesis of novel α,β-dichloro-β-trifluoromethylated enones and their application to the synthesis of trifluoromethylated heterocycles

Jeon, Sung Lan; Kim, Joa Kyum; Son, Jang Bae; Kim, Bum Tae; Jeong, Ilgyu

doi:10.1016/j.jfluchem.2006.11.003

Cited by 9 publications

(2 citation statements)

References 8 publications

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“…Subsequently, Jeong et al successfully realized the addition of Weinreb amides 29 to the carbon–carbon triple bond of trifluoropropynyl lithium 30 in a one-pot two-step pathway [25,26,27], providing a Z / E mixture of β-trifluoromethyl enaminones 34 in moderate yields (Scheme 9). It should be noticed that an excessive amount of trifluoropropynyl lithium was required to consume Weinreb amides completely.…”

Section: Addition Of Amide Bonds To Alkynesmentioning

confidence: 99%

Recent Advances in the Addition of Amide/Sulfonamide Bonds to Alkynes

Zhao

Liu

et al. 2019

Molecules

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The addition of amide/sulfonamide bonds to alkynes is not only one of the most important strategies for the direct functionalization of carbon–carbon triple bonds, but also a powerful tool for the downstream transformations of amides/sulfonamides. The present review provides a comprehensive summary of amide/sulfonamide bond addition to alkynes, including direct and metal-free aminoacylation, based-promoted aminoacylation, transition-metal-catalyzed aminoacylation, organocatalytic aminoacylation and transition-metal-catalyzed aminosulfonylation of alkynes up to December 2018. The reaction conditions, regio- and stereoselectivities, and mechanisms are discussed and summarized in detail.

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Section: Addition Of Amide Bonds To Alkynesmentioning

confidence: 99%

Recent Advances in the Addition of Amide/Sulfonamide Bonds to Alkynes

Zhao

Liu

et al. 2019

Molecules

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show abstract

“…The use of DMF as a solvent under the same reaction condition caused to enhance the conversion of the starting material up to 40%, but reaction was still sluggish. Recently, we reported that microwaveassisted cross-coupling reaction of trifluoromethylated chloropyrimidines with arylstannanes afforded the corresponding coupled product in high yields [43]. We applied this reaction condition to explore the coupling reaction of 2 with arylstannane or allylstannane.…”

Section: Resultsmentioning

confidence: 99%