Patel, Ashvani Kumar; Rathor, Shikha Singh; Samanta, Sampak published the artcile< Regioselective access to di- and trisubstituted pyridines via a metal-oxidant-solvent-free domino reaction involving 3-chloropropiophenones>, Electric Literature of 94-02-0, the main research area is heterocyclic pyridine preparation regioselective chemoselective green chem; chloropropiophenone ketone tandem reaction.
A remarkable metal-oxidant-solvent- and base-free domino route for regioselective access to a wide range of 2,4-di- and 2,3,4/6-trisubstituted pyridines, e.g., I including carbo- and heterocyclic fused pyridines is reported. This [3C + 2C + 1N] cyclization reaction occurs between 3-chloropropiophenones RC(O)(CH2)2Cl (R = Ph, 4-iodophenyl, 5-methylthiophen-2-yl, etc.) (3C units), enolizable acyclic/cyclic ketones, e.g., 1,2,3,4-tetrahydronaphthalen-1-one (2C sources) and NH4OAc as a robust N source under neat conditions under an open atm., producing new C=C and C=N-C bonds in highly chemo- and regioselective manners. Interestingly, this eco-friendly method has many pos. features: excellent functional group tolerance, broad substrate scope, good to excellent regioselectivities, promising yields, no-unwanted products, neutral reaction conditions and appropriateness for large-scale synthesis. Mechanism studies reveal that the in situ generated å°?amino ketone from 3-chloropropiophenone and an ammonium salt undergoes C=N bond formation with a ketone followed by an intramol. cyclization process (C=C bond), which are the decisive steps for pyridine synthesis.
Organic & Biomolecular Chemistry published new progress about C-C bond formation (cn). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Electric Literature of 94-02-0.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics