Quinoline and phenanthroline preparation starting from glycerol via improved microwave-assisted modified Skraup reaction
An efficient "green" modified Skraup reaction in neat water was developed using inexpensive, abundant and environmentally-friendly glycerol under microwave irradiation conditions. Starting from aniline derivatives, various quinolines were obtained in 10-66% yields. The use of nitroaniline led to the corresponding phenanthrolines in 15-52% yields, respectively. This journal is the Partner Organisations 2014.
Heteroannulation of 3-Bis(methylthio)acrolein with Aromatic Amines - A Convenient Highly Regioselective Synthesis of 2-(Methylthio)quinolines and their Benzo/Hetero Fused Analogs: A Modified Skraup Quinoline Synthesis
A simple and efficient synthesis of 2-(methylthio)quinolines and their condensed analogs has been developed through acid-induced cyclocondensation of their respective anilines or aromatic diamines with 3-bis(methylthio)acrolein. The 2-(methylthio) functionality in these quinolines could be either dethiomethylated or replaced by various nitrogen and carbon nucleophiles to afford 2-substituted quinolines.
Herbicidal compositions comprising one or more compounds selected from the group consisting of δ-aminolevulinic acid, inducers of δ-aminolevulinic acid, enhancers of δ-aminolevulinic acid conversion to photodynamic tetrapyrroles, and inhibitors of conversion of divinyl tetrapyrroles to monovinyl tetrapyrroles; and methods of making and using same.
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(2008/06/13)
Some Reactions of N-Alkoxycarbonyl Reissert Compounds with Heterocumulenes: Formation of the Imidazoisoquinoline and Imidazophthalazine Systems and Related Chemistry
Chloroformate derived Reissert compounds of isoquinoline and of phenanthridine on treatment with base undergo cyclisation with isothiocyanates to give in good yields corresponding imidazoisoquinoline and imidazophenanthroline derivatives.Phthalazine Reissert compound analogues give open chain adducts under the same conditions which can be cyclised to derivatives of the novel imidazophthalazine system by heating in the presence of molecular sieves.When carbon disulphide is the heterocumulene cyclisation is not observed but open chain dithio-ester derivatives can be isolated on alkylation of the intermediate sodium salts.
Uff, Barrie C.,Budhram, Ronald S.,Ghaem-Maghami, Ghobad,Mallard, Angela S.,Harutunian, Vahak,et al.