Search

An efficient preparation of multisubstituted benzimidazoles and quinoxalin-2(1 H )-ones by Ugi 4CC/aza-Wittig sequence was developed. The 2-azidobenzenamines, obtained from C H activation of aromatic amine precursors, reacted with aldehydes, acids, and isocyanides to produce Ugi products, which were transformed to the benzimidazoles or quinoxalin-2(1 H )-ones in moderate to good yields in further reaction with triphenylphosphine. [ABSTRACT FROM AUTHOR]

Azidobenzeneamines, obtained by C-H activation of aromatic amine precursors, react with aldehydes, acids, and isocyanides to produce Ugi products, which are transformed to benzimidazoles or quinoxalinones with four potential points of diversity by further reaction with triphenylphosphine. [ABSTRACT FROM AUTHOR]

Abstract: β-Lactam scaffold was fabricated regioselectively by a facile one-pot base-mediated synthesis. The reactions of bromoacetic acid 1, primary amines 2, isocyanides 3, and arylglyoxals 4 produced 2-aroyl-4-oxoazetidine-2-carboxamides 6 in good yields via a one-pot tandem Ugi condensation and intramolecular C-alkylation at room temperature in the presence of Cs2CO3. [Copyright &y& Elsevier]