2009
DOI: 10.1016/j.tetlet.2009.07.093
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Acid-catalyzed N-alkylation of tosylhydrazones using benzylic alcohols

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Cited by 29 publications
(3 citation statements)
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“…On the other hand, the protocols with electron-deficient nitrogen nucleophiles have been developed using various Lewis acids or Brønsted acids. , However, besides the advantages, most of these catalysts are not broadly applicable to all classes (namely, allyl, benzyl, and propargyl) of π-activated alcohols . Additionally, in many cases, the reaction using such acids is restricted to aromatic amines only , or disubstituted amines are used to avoid overalkylation.…”
Section: Introductionmentioning
confidence: 99%
“…On the other hand, the protocols with electron-deficient nitrogen nucleophiles have been developed using various Lewis acids or Brønsted acids. , However, besides the advantages, most of these catalysts are not broadly applicable to all classes (namely, allyl, benzyl, and propargyl) of π-activated alcohols . Additionally, in many cases, the reaction using such acids is restricted to aromatic amines only , or disubstituted amines are used to avoid overalkylation.…”
Section: Introductionmentioning
confidence: 99%
“…Diaminoacids are important non-protein amino acids, usually components of both natural and synthetic bioactive compounds [ 38 ]. In fact, they are currently well recognized as key structural moieties in a variety of biologically active molecules [ 39 , 40 ].…”
Section: Introductionmentioning
confidence: 99%
“…Our recent studies have also been focused in this direction for the synthesis of heterocyclic compounds 8. For instance, C 3 ‐alkylation of 4‐hydroxycoumarin to give furanocoumarins,8a through N ‐alkylation of tosylhydrazones towards pyrazoles,8b alkylation of 1,3‐dicarbonyl compounds for various oxygenated heterocycles,8c and O ‐alkylation of hydroximides to 2,5‐dihydroisoxazoles,8d have been successfully demonstrated. In a continuation of this work, we were prompted to explore the use of propargylic alcohols for the synthesis of 2,3‐disubstituted benzofurans.…”
Section: Introductionmentioning
confidence: 99%