2009
DOI: 10.1016/j.tet.2008.11.096
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An efficient synthesis of new 2-aminomethyl-1,3,4-oxadiazoles from enantiomeric phenylglycine hydrazides

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Cited by 26 publications
(29 citation statements)
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“…The structure of compound (1) was confirmed by physical properties which are listed in Table ( (17) and (18) give new compounds (14)(15)(16)(17)(18). These reactions are summarized in Scheme (1).…”
mentioning
confidence: 77%
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“…The structure of compound (1) was confirmed by physical properties which are listed in Table ( (17) and (18) give new compounds (14)(15)(16)(17)(18). These reactions are summarized in Scheme (1).…”
mentioning
confidence: 77%
“…From the data it are clear that all compounds possess between height to moderate activity against of yeast (Candidau), while compounds (25) and (27) possess very high activity against one type of bacteria and compounds (2,14,16,19 and 27) possess moderate activity two types of bacteria. As far as compounds (3,7,17 and 27) possess high activity against one types of bacteria while compounds (7, 14, 16, 17, 19 and 24) show inactive against one type of bacteria (E. coli). …”
Section: Antimicrobial Activitymentioning
confidence: 99%
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“…The latter six membered rings are generated through the interaction of the active hydroxy group with hydrazide. It is feasible that hydrazides having substituents other than hydroxy at their α‐positions to be used to generate 1,3,4‐oxadiazoles (path ii and iv ). Reactions of the 1,10‐diphenylthiodiacetic acid dihydrazides bearing sulfur at the α position of acid hydrazides with orthoesters furnished bis(1,3,4‐oxadiazol‐2‐yl‐phenylmethyl) sulfides 112 as well as 2‐benzyl‐1,3,4‐oxadiazoles 113 , and 2‐benzoyl‐1,3,4‐oxadiazoles 114 .…”
Section: Carbon‐carbon and Carbon‐heteroatom Bond Formation Reactionsmentioning
confidence: 99%
“…16 However, the protection of such a group in the α-amino substrate prevents the formation of the latter compounds and the five-membered 2-aminomethyl-1,3,4-oxadiazoles are the only products of the reaction. 17 Such compounds are of the great importance because they could be used as building blocks for macrocyclic systems. Herein, we describe an easy procedure for the synthesis of N'-ethoxymethylene-2-(N-Bocamino)propionohydrazides and its application to the formation of 2-aminoethyl-1,3,4-oxadiazole derivatives.…”
Section: Introductionmentioning
confidence: 99%