2018
DOI: 10.1002/hc.21417
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A practical one‐pot three‐component procedure for preparation of 3a,8a‐dihydroxyindeno[1,2‐d]imidazole derivatives in aqueous ethanol

Abstract: The results of our investigations on the preparation of 3a,8a‐dihydroxyindeno[1,2‐d]imidazole derivatives via reaction of thiourea, ninhydrin, and alkyl/benzyl chlorides in aqueous ethanol and under convenient conditions is reported. On the other hand, when guanidinium chloride was used instead of thiourea, the reaction mixtures reached with unexpected products; 2,2‐dialkoxy‐1H‐indene‐1,3(2H)‐diones.

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“…As described in our previous works, vicinal diols are produced as the main intermediates in the addition reactions between different dinucleophiles and diketones. 31,37 The C-C bond oxidative cleavage of vicinal diols has been studied in many literatures. [38][39][40] Vicinal diols are cleaved by oxo-donor reagents such as periodic acid to yield carbonyl-containing derivatives via oxo-transfer mechanism, depending on the reaction conditions, reagents, and the number of groups substituted on the carbon atoms bearing the hydroxyl groups.…”
Section: Resultsmentioning
confidence: 99%
“…As described in our previous works, vicinal diols are produced as the main intermediates in the addition reactions between different dinucleophiles and diketones. 31,37 The C-C bond oxidative cleavage of vicinal diols has been studied in many literatures. [38][39][40] Vicinal diols are cleaved by oxo-donor reagents such as periodic acid to yield carbonyl-containing derivatives via oxo-transfer mechanism, depending on the reaction conditions, reagents, and the number of groups substituted on the carbon atoms bearing the hydroxyl groups.…”
Section: Resultsmentioning
confidence: 99%