Synthesis

Functionalized Carbodiimide Mediated Synthesis of 2, 3-Disubstituted Quinazolin-4 (3H)-ones via the Tandem Strategy of C-Nucleophilic Addition and Intramolecular …

H Nakano, N Kutsumura, T Saito

Index: Nakano, Hayato; Kutsumura, Noriki; Saito, Takao Synthesis (Germany), 2012 , vol. 44, # 20 p. 3179 - 3184

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Citation Number: 5

Abstract

Abstract A facile synthesis of quinazolin-4 (3 H)-ones possessing carbon substituents at positions 2 and 3 has been developed. Key to the synthesis is a tandem strategy involving introduction of a 2-substituent and construction of the quinazolinone framework via C- nucleophilic addition to the carbodiimide cumulenic carbon followed by intramolecular nucleophilic substitution by the newly formed NH moiety at the proximal ester group.

~68%

~96%

~33%

~89%

~92%

~81%

~49%

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