2010
DOI: 10.1016/j.tetlet.2009.11.105
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Trifluoroacetylation of amines with trifluoroacetic acid in the presence of trichloroacetonitrile and triphenylphosphine

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Cited by 22 publications
(5 citation statements)
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“…The results are given in Table . Unfortunately, the reaction of amidoximes 1a with trifluoroacetimidoyl chloride 2a did not produce the expected 3a or 4a , and from these reaction, hydrolyzed product 5a was isolated (Scheme and Table ) . In fact, compared with previous our works , trifluoroacetimidoyl chloride could be converted to hydrolyzed product at some condition as main or by products.…”
Section: Resultsmentioning
confidence: 65%
“…The results are given in Table . Unfortunately, the reaction of amidoximes 1a with trifluoroacetimidoyl chloride 2a did not produce the expected 3a or 4a , and from these reaction, hydrolyzed product 5a was isolated (Scheme and Table ) . In fact, compared with previous our works , trifluoroacetimidoyl chloride could be converted to hydrolyzed product at some condition as main or by products.…”
Section: Resultsmentioning
confidence: 65%
“…Methods of amino functional group protection have been reported by related literatures or patents [1]. Traditionally, functional groups were protected via amines reacting with CBZ-Cl [2,3], (Boc) 2 O [4,5,6], Fmoc-Cl [7], TFA [8,9] and Alloc-Cl [10] in the presence of inorganic bases. Furthermore, we have found that bases are mainly used as a promoter.…”
Section: Introductionmentioning
confidence: 99%
“…Up to now, the methodologies of N‐(fluoroalkyl/fluoroacetyl)‐aniline synthesis include the following; N‐(fluoroalkyl‐/fluoroacetyl)‐aniline can be directly prepared by combination of aniline and trifluoroethylation/trifluoroacetyl reagents (scheme a). Alternatively, the fluoroalkyl/fluoroacetyl group can be introduced by Pd or Cu‐catalyzed coupling of aryl halides and fluoroalkylamine/trifluoroacetamide (scheme b) .…”
Section: Introductionmentioning
confidence: 99%
“…[7,8] β-CF 3 amine and amide group (CF 3 CH 2 NH 2 , CF 3 CONH 2 ) have been probe more valuable than the parent aniline, thus, the synthesis of β-CF 3 aryl-amine and amide have driven much attention over the past few years. [7,[9][10][11][12][13][14][15][16][17] Up to now, the methodologies of N-(fluoroalkyl/fluoroacetyl)-aniline synthesis include the following; N-(fluoroalkyl-/ fluoroacetyl)-aniline can be directly prepared by combination of aniline and trifluoroethylation [18][19][20][21] /trifluoroacetyl reagents [22][23][24][25] (scheme 1a). Alternatively, the fluoroalkyl/fluoroacetyl group can be introduced by Pd or Cu-catalyzed coupling of aryl halides and fluoroalkylamine/trifluoroacetamide (scheme 1b).…”
Section: Introductionmentioning
confidence: 99%