Abstract
Abstract 2-(2-Nitrophenyl)-1,3-propanediol (2) was selectively converted to 2-(2-nitrophenyl)propenal (3) by the use of a mixture of dicyclohexylcarbodiimide (DCC) and dimethyl sulfoxide in benzene, while 2-nitrobenzoic acid was obtained by the oxidation of the diol 2 with sodium periodate in the presence of a catalytic amount of ruthenium dioxide or with chromic acid. The enal 3 was subjected to further transformation to afford a potent tryptophan precursor and some useful indole derivatives.
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