- Iron(II) pincer-catalyzed synthesis of lactones and lactams through a versatile dehydrogenative domino sequence
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The synthesis of lactones and lactams by using iron(II) pincer-catalyzed dehydrogenative methodology was developed. Starting from 1,n-diols or 1,n-amino alcohols, this domino transformation takes place through initial dehydrogenation of the substrates, subsequent intramolecular cyclization, and final oxidation to afford the desired products in good yields. The ability to access heterocycles of different sizes makes this protocol especially versatile, in which two consecutive oxidation reactions are performed without requiring an external oxidant. In this paper, we report the application of the Fe-MACHO-BH complex [carbonylhydrido(tetrahydroborato)[bis(2-diisopropylphosphinoethyl)amino]iron(II)] in this atom-efficient and environmentally benign process, for which molecular hydrogen is formed as the only stoichiometric side product. Just a little pinch: The iron(II) pincer-catalyzed synthesis of lactones and lactams from easily available 1,n-diols and 1,n-amino alcohols is explored. The use of a nontoxic metal as well as the generation of molecular hydrogen as the only stoichiometric byproduct makes this method a highly atom-efficient and environmentally benign process.
- Pea-Lpez, Miguel,Neumann, Helfried,Beller, Matthias
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p. 865 - 871
(2015/03/14)
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- Process for producing 1,5-pentanediol derivatives
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(In the formulae, R1 and R2, which may be the same or different, each represents hydrogen or lower alkyl.) The present invention relates to a process for producing 1,5-pentanediol derivatives represented by general formula (II) which comprises reacting 2-butenal derivatives represented by general formula (I) with formaldehyde, and hydrogenating the obtained mixture of reaction products.
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