Photocatalyzed Selective Hydrocarbonation of Alkenes with Hantzsch Esters toward 4-Alkyl-Hantzsch Esters.

Here, we describe a mild photoredox-neutral reaction system that enables the selective hydrocarbonation of alkenes with Hantzsch esters, affording structurally diverse 4-alkyl-Hantzsch esters. This straightforward protocol can be performed under an air atmosphere without the need for any transition metals. The synthetic potential of this method is well exemplified by the late-stage structural modification of a series of pharmaceutically relevant complex molecules.

One-Carbon Ring Expansion of Indoles and Pyrroles: A Straightforward Access to 3-Fluorinated Quinolines and Pyridines.

3-Fluorinated quinolines and pyridines are prevalent pharmacophores, yet their synthesis is often challenging. Herein, we demonstrate that dibromofluoromethane as bromofluorocarbene source enables the one-carbon ring expansion of readily available indoles and pyrroles to structurally diverse 3-fluorinated quinolines and pyridines. This straightforward protocol requires only a short reaction time of ten minutes and can be performed under air atmosphere. Preliminary investigations reveal that this strategy can also be applied to the synthesis of other valuable azines by using different 1,1-dibromoalkanes as bromocarbene sources.

Oxidative dehydrogenation of hydrazines and diarylamines using a polyoxomolybdate-based iron catalyst.

We report an efficient method for the oxidative dehydrogenation of hydrazines and diarylamines in aqueous ethanol using Anderson-type polyoxomolybdate-based iron(iii) as a catalyst and hydrogen peroxide as an oxidant. A series of azo compounds and tetraarylhydrazines were obtained in moderate to excellent yields. The reaction conditions and substrate scopes are complementary or superior to those of more established protocols. In addition, the catalyst shows good stability and reusability in water. The preliminary mechanistic studies suggest that a radical process is involved in the reaction.