1998
DOI: 10.1016/s0040-4039(98)00800-4
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Indium mediated pinacol coupling reaction of aromatic aldehydes in aqueous media

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Cited by 85 publications
(32 citation statements)
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“…Recently, all pinacol coupling reactions in aqueous media required metal reduction of carbonyl compounds, by usage of Ti (12), Cu-Zn (13,14), Al (15,16), Mn (17), In (18), Mg (19), Ga (20), or Sm (21,22), affording inter-or intramolecular coupling products of carbonyl compounds. These reactions produced metal ion and even heavy metal ion with the potential to harm the environment.…”
Section: Introductionmentioning
confidence: 99%
“…Recently, all pinacol coupling reactions in aqueous media required metal reduction of carbonyl compounds, by usage of Ti (12), Cu-Zn (13,14), Al (15,16), Mn (17), In (18), Mg (19), Ga (20), or Sm (21,22), affording inter-or intramolecular coupling products of carbonyl compounds. These reactions produced metal ion and even heavy metal ion with the potential to harm the environment.…”
Section: Introductionmentioning
confidence: 99%
“…A large number of organic reactions, especially many metal-involved reactions, can be carried out in higher yields, shorter reaction time and milder conditions under ultrasound irradiation 15 . Lim et al reported the reaction of aromatic aldehydes with indium using sonication affording the corresponding diols in moderate to good yields 16 ; Basu et al reported the reduction of several aromatic ketones to diols by samarium-ammonium chloride under sonication at room temperature, and the reaction could be completed within 5 min 17. Mecarova and Toma reported the pinacol coupling reaction in aqueous media under ultrasound irradiation and found that ultrasound considerably accelerates the benzaldeyhde's conversion 15 .…”
Section: Introductionmentioning
confidence: 99%
“…The rare metals mediated the pinacolization of aromatic aldehydes have been reported [16][17][18] . To the best of our knowledge, there were no literature examples of pinacol coupling of aromatic aldehydes and ketones using La-TiCl 4 in ethyl acetate under ultrasound.…”
Section: Introductionmentioning
confidence: 99%
“…[2] A lot of methods for pinacol coupling described previously claimed utilization of metals such as Mg, [3] Mn, [4] Al, [5] and In. [6] Within the past several years, the use of lanthanides [7 -11] have been developed to mediate the pinacol coupling reaction. However, anhydrous conditions and long reaction times were required to get satisfactory yields of the reaction products.…”
mentioning
confidence: 99%