ChemInform Abstract: The Partial Reduction of Heterocycles: An Alternative to the Birch Reduction

Autor: Rick P. C. Cousins, Rakesh R. Harji, Timothy J. Donohoe
Rok vydání: 2010
Předmět:
Zdroj: ChemInform. 31
ISSN: 1522-2667
0931-7597
DOI: 10.1002/chin.200021060
Popis: The partial reduction of a series of heterocycles in THF is described. By adding amine 3 as a proton source and naphthalene as an electron carrier, we were able to produce reductively alkylated pyrrolines and dihydrofurans in moderate to good yields. This reaction does not require liquid ammonia as a solvent, which may have interesting ramifications for large-scale synthesis. Moreover, we were also able to quench the reduction reactions with an acid chloride so performing a reductive acylation reaction.
Databáze: OpenAIRE