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Synthesis of diversely substituted quinazoline-2,4(1,3)-diones by cyclization of -butyl (2-cyanoaryl)carbamates. | LitMetric

The synthesis of diversely substituted quinazoline-2,4(1,3)-diones by cyclization of -butyl (2-cyanoaryl)carbamates using readily accessible Boc protected -amino nitriles is reported. The reaction proceeds smoothly at room temperature using 1 equiv. of HO under basic conditions. This reaction is compatible with a variety of aromatic/heteroaromatic substrates with different functional groups. This strategy can be utilized for the simplified synthesis of goshuyuamide II and an alkaloid isolated from in good yields. This method was also applied to the synthesis of quinazoline-2,4(1,3)-diones that are precursors of medicinally important compounds: alfuzosin, terazosin, prazosin, IAAP, doxazosin, FK 366 (zenarestat) and KF31327.

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http://dx.doi.org/10.1039/d4ob00885eDOI Listing

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