2010
DOI: 10.1021/jo100625y
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Amino Acyl Conjugates of Nitrogen Heterocycles as Potential Pharmacophores

Abstract: 2-Methyl- and 4-methylpyridine and 2-methylquinoline are converted by benzotriazole-activated (Cbz)-protected amino acids into chiral potential novel pharmacophore aminoacyl conjugates (33-53%).

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Cited by 7 publications
(3 citation statements)
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“…Lithiated substrates 2-methylpyridine, 4-methylpyridine, and 2-methylquinoline reacted with N -(Cbz-α-aminoacyl)benzotriazoles 126 and afforded N -(α-Cbz-aminoacyl)methylene heterocycles 127 , 128 , and 129 , respectively (Scheme 47 ). 58…”
Section: Applications Of N -Acylbenzotriazoles In Org...mentioning
confidence: 99%
See 1 more Smart Citation
“…Lithiated substrates 2-methylpyridine, 4-methylpyridine, and 2-methylquinoline reacted with N -(Cbz-α-aminoacyl)benzotriazoles 126 and afforded N -(α-Cbz-aminoacyl)methylene heterocycles 127 , 128 , and 129 , respectively (Scheme 47 ). 58…”
Section: Applications Of N -Acylbenzotriazoles In Org...mentioning
confidence: 99%
“…Lithiated substrates 2-methylpyridine, 4-methylpyridine, and 2-methylquinoline reacted with N-(Cbz--aminoacyl)benzotriazoles 126 and afforded N-(-Cbz-aminoacyl)methylene heterocycles 127, 128, and 129, respectively (Scheme 47). 58 C-Acylations have been widely considered as a valuable technique in C-C bond formation and therefore are synthetically important. [59][60][61] Carbon acylation of simple ketone enolates has been explored for the synthesis of 1,3-keto esters and 1,3-diketones using different acylating reagents such as acid chlorides, 62 acyl cyanides, 63,64 N-acylimidazoles, 65 methyl methoxymagnesium carbonate, 66 formates, and oxalates.…”
Section: Review Synopenmentioning
confidence: 99%
“…Nitrogen-containing heterocycles have attracted much attention in the organic and medicinal chemistry fields for their diverse biological properties and pharmacophores [1][2][3][4]. Quinoline derivatives are a very important class of nitrogen-containing heterocycles, which display a broad range of biological activities such as antibacterial, antimalaria, anti-asthmatic, antitumor, antiplatelet, etc.…”
Section: Introductionmentioning
confidence: 99%