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An alternative and efficient telescopic approach to the synthesis of 3-(4-chloro butyl)-1H-indole -5-carbonitrile (2), a key intermediate in the synthesis of vilazodone hydrochloride (1), is described.

A series of new 7-heteroaryl and arylchromones 6a–l were synthesized in moderate to good yields by the Suzuki reaction of the triflate (pseudo halide) 5 and a variety of heteroaryl and aryl boronic acids. The resulting products may be used as precursors for synthesis of potentially relevant compounds. The structures of all synthesized compounds were established based on IR, 1H NMR, 13C NMR, and DIPMS.

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