A concise and efficient route to the total synthesis of bacillamide A and its analogues

The synthesis of bacillamide A, a tryptamide alkaloid of marine origin, and its analogues from L-cysteine ethyl ester hydrochloride through an efficient and convergent synthetic approach is described in this work. The present two-step protocol involves the use of iodobenzene diacetate, a versatile oxidising agent, to synthesize the key intermediate ethyl 2-differently substituted-1,3-thiazole-4-carboxylates in one step. In this work, 4,6-dimethylpyrimidin-2-ol was used as a catalyst for solvent-free aminolysis of esters to achieve the title compounds by taking advantage of its property of simultaneously donating and accepting a hydrogen bond. [GRAPHICS] .