- Solvent-free aminoalkylation of phenols and indoles assisted by microwave irradiation
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Phenols and indoles were aminoalkylated in a solvent-free and environmentally friendly Mannich reaction on acidic alumina assisted by microwave irradiation in good overall yields.
- Sharifi,Mirzaei,Naimi-Jamal
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- Efficient and practical synthesis of Mannich bases related to gramine mediated by zinc chloride
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An efficient and practical procedure for the Mannich reaction of secondary amine, formaldehyde, and indole or N-methylindole employing zinc chloride is presented. A series of gramine derivatives were obtained in 58-98% yields at room temperature in EtOH by using this method. Copyright Taylor & Francis Group, LLC.
- Dai, Hong-Guang,Li, Ji-Tai,Li, Tong-Shuang
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- Manganese-Catalyzed Aminomethylation of Aromatic Compounds with Methanol as a Sustainable C1 Building Block
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This study represents the first example of a manganese-catalyzed environmentally benign, practical three-component aminomethylation of activated aromatic compounds including naphtols, phenols, pyridines, indoles, carbazoles, and thiophenes in combination with amines and MeOH as a C1 source. These reactions proceed with high atom efficiency via a sequence of dehydrogenation and condensation steps which give rise to selective C-C and C-N bond formations, thereby releasing hydrogen and water. A well-defined hydride Mn(I) PNP pincer complex, recently developed in our laboratory, catalyzes this process in a very efficient way, and a total of 28 different aminomethylated products were synthesized and isolated yields of up to 91%. In a preliminary study, a related Fe(II) PNP pincer complex was shown to catalyze the methylation of 2-naphtol rather than its aminomethylation displaying again the divergent behavior of isoelectronic Mn(I) and Fe(II) PNP pincer systems.
- Mastalir, Matthias,Pittenauer, Ernst,Allmaier, Günter,Kirchner, Karl
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supporting information
p. 8812 - 8815
(2017/07/12)
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