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• W2894522643 endingPage "2519" @default.
• W2894522643 startingPage "2510" @default.
• W2894522643 abstract "The sequential N-functionalization of 2-aminobenzylamine (2-ABA) followed by cyclodehydration allowed for a straightforward and efficient synthesis of 3,4-dihydroquinazolines with N-aryl substituents bearing electron-withdrawing groups. The sequence involves an initial SNAr displacement, N-acylation and MW-assisted ring closure. Remarkably, the uncatalyzed N-arylation of 2-ABA led to the monosubstitution product using equimolar amounts of both reagents. The individual steps were optimized achieving good to excellent overall yields of the desired heterocycles, avoiding additional protection and deprotection steps. A mechanistic interpretation for the cyclodehydration reaction promoted by trimethylsilyl polyphosphate (PPSE) is also proposed on the basis of literature data and our experimental observations." @default.
• W2894522643 created "2018-10-05" @default.
• W2894522643 creator A5013800221 @default.
• W2894522643 creator A5014085914 @default.
• W2894522643 creator A5083156365 @default.
• W2894522643 date "2018-09-26" @default.
• W2894522643 modified "2023-10-10" @default.
• W2894522643 title "Synthesis of dihydroquinazolines from 2-aminobenzylamine: <i>N</i>³<i>-</i>aryl derivatives with electron-withdrawing groups" @default.
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