2014
DOI: 10.1039/c3ra48072k
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Catalyst-free chemoselective reduction of the carbon–carbon double bond in conjugated alkenes with Hantzsch esters in water

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Cited by 22 publications
(17 citation statements)
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“…To implement our plan for the synthesis of benzylbenzofuran derivatives, we initially synthesized various β‐phenyl‐nitroethane derivatives 1 from the corresponding β‐nitrostyrenes by reduction with either NaBH 4 14a or Hantzsch dihydropyridine 14b. The β‐phenyl‐nitroethanes 1 were then treated with different substituted salicylaldehydes 2 to furnish the corresponding nitroalkenes 3 in the presence of KF and Me 2 NH · HCl (Table 1).…”
Section: Resultsmentioning
confidence: 99%
“…To implement our plan for the synthesis of benzylbenzofuran derivatives, we initially synthesized various β‐phenyl‐nitroethane derivatives 1 from the corresponding β‐nitrostyrenes by reduction with either NaBH 4 14a or Hantzsch dihydropyridine 14b. The β‐phenyl‐nitroethanes 1 were then treated with different substituted salicylaldehydes 2 to furnish the corresponding nitroalkenes 3 in the presence of KF and Me 2 NH · HCl (Table 1).…”
Section: Resultsmentioning
confidence: 99%
“…Hantzsch esters have newly been employed as a hopeful biomimetic hydrogen source in transfer hydrogenation reactions by using organocatalytic reaction process mainly focus after 2004 [104–117].…”
Section: The Strategies For Hydrogenationmentioning
confidence: 99%
“…Very recently, we reported the first example of catalyst-free transfer hydrogenation of the C=C of Knoevenagel condensation products with Hantzsch ester in water. 7 We found a series of alkenes conjugated with strong electron-withdrawing groups such as nitrile, ester, and nitro could be reduced to the corresponding products in water with excellent yields. With this catalyst and organic solvent-free method in hand, we started to evaluate whether it could be used to develop more useful processes to assemble simple and readily available precursor molecules into bioactive products.…”
mentioning
confidence: 92%