The synthesis of quinazolinone derivatives was achieved from 2‐iodobenzamide derivatives and various benzylamines, allylamine, and cinnamylamine derivatives through a one‐pot copper‐catalyzed reaction. In this reaction, the amine component (benzylamine/allylamine/cinnamylamine) is N‐arylated with 2‐iodobenzamide derivatives through Ullman coupling, followed by an intramolecular C–H amidation in the presence of copper catalyst.
The copper-catalyzed reaction of aryl aldehydes with 2-iodobenzylcyanides afforded 2-aryl-3-cyanobenzofurans in isolated yields of up to 74% in a cascade manner, which involves Knoevenagel condensation, aryl hydroxylation, oxa-Michael addition, and aromatization reactions. Conversely, 2-halo benzaldehydes as reacting partners with 2-iodobenzylcyanide regioselectively furnished dibenzo[ b,f]oxepine-10-carbonitrile derivatives up to 85% isolated yields via tandem Knoevenagel condensation, aryl hydroxylation, and Ullmann coupling reactions.
We report a simple and convenient synthetic route to cis,syn,cis triquinane frameworks under microwave irradiation conditions starting with cage diones. This is feasible because of the substituents present in the precursors, which facilitate the metathesis under milder reaction conditions as compared to normal flash vacuum pyrolysis conditions (6 00°C). Isomerization of the double bond was realized under microwave irradiation to deliver the other triquinanes, which are useful precursors for natural product synthesis.
An approach for the synthesis of functionalized unsymmetrical 1,3-butadiene-3-yne derivatives is reported starting from b-halo styrene and phenyl acetylene derivatives in the presence of PdCl 2 and CuI catalysts.Functional groups such as aldehyde, cyano and ester groups are well tolerated and afford the desired functionalized dienynes. Further, these 1,3-buta-diene-3-yne derivatives are utilized for the synthesis of novel trisubstituted pyridine derivatives.
Copper catalyzed C-terminal and N-terminal attack of 2-alkynylanilines to 2-iodobenzamides afforded isoindolinones and 1,2-disubstituted indoles, respectively.
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