2013
DOI: 10.1016/j.tetlet.2013.08.066
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Synthesis and evaluation of some variants of the Nefkens’ reagent

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Cited by 13 publications
(8 citation statements)
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“…Each targeted phthalimide derivative was readily prepared through a single synthetic step in high yield (60 -90%). The general procedure was inspired by Hamaker et al 46 and Dalal et al 47 wherein an activated hydroxyphthalimide reacted with a corresponding acyl chloride at room temperature in dry dichloromethane or dry tetrahydrofuran (Scheme 3a). For the acetoxy derivative, the acetic anhydride was used instead of acyl chloride following the method described by Saha 48 (Scheme 3b).…”
Section: Synthesis Of Napi Derivativesmentioning
confidence: 99%
“…Each targeted phthalimide derivative was readily prepared through a single synthetic step in high yield (60 -90%). The general procedure was inspired by Hamaker et al 46 and Dalal et al 47 wherein an activated hydroxyphthalimide reacted with a corresponding acyl chloride at room temperature in dry dichloromethane or dry tetrahydrofuran (Scheme 3a). For the acetoxy derivative, the acetic anhydride was used instead of acyl chloride following the method described by Saha 48 (Scheme 3b).…”
Section: Synthesis Of Napi Derivativesmentioning
confidence: 99%
“…In this context, phthalimide salts are readily available, cheap compounds with weak basicity (pK a = 8.3 [12] in H 2 O) and strong nucleophilicity. [11] [a] Dr. S. Zhang, Dr. Y. ) This process is assumed to proceed through the potassium carbamate formation pathway, as supported by NMR spectroscopy, an in situ FTIR study, and computational calculations.…”
Section: Introductionmentioning
confidence: 99%
“…Scheme 1. a) Traditional amine scrubbing for CO 2 capture; b) the formation of the carbamate salt by potassium phthalimide. [11] [ ) is often used in the Gabriel synthesis reaction, [13] in which its nucleophilicity plays a crucial role. Herein, we found that K[Phth] showed an extremely high CO 2 capacity, approaching almost equimolar absorption with easy desorption (Scheme 1 b), and the captured CO 2 could be converted into valuable compounds smoothly rather than going through desorption.…”
Section: Introductionmentioning
confidence: 99%
“…The N -BOC- N -methyl-acetamide 31 was prepared in a previous step from 25 by (BOC) 2 O reagent [ 82 , 83 ], a process known as N -Boc activation. Other, bisacyl and triacyl substituted amides (such as succinimide [ 84 ] and phthalimide derivatives [ 85 ]) may also behave as good transamidating agents in the presence of an amine. In all cases, the listed ΔAM values were large enough to provide enough driving force to convert to the desired product 26 [ 40 ].…”
Section: Discussionmentioning
confidence: 99%