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16.13.1.1.2.6.1 Method 1: From 2-Nitrobenzonitrile and Alcohols

DOI: 10.1055/sos-SD-016-00745

Kikelj, D.Science of Synthesis, (200416605.

Electroreduction of 2-nitrobenzonitrile in a variety of alcohols leads to 2-alkylquinazolin-4(3H)-ones 5 via incorporation of the alkyl chain of the alcohols under cyclization (Scheme 38). Mechanistically, in the first step the nitro group of 2-aminobenzonitrile is reduced to the corresponding hydroxylamine; simultaneously, a part of the alcohol is oxidized to the corresponding aldehyde at the anode.[‌313‌]

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