1440523-79-4Relevant academic research and scientific papers
Concise synthesis of the isothiourea organocatalysts homobenzotetramisole and derivatives
Ranieri, Beatrice,Robles, Omar,Romo, Daniel
, p. 6291 - 6296 (2013)
A concise approach to the synthesis of homobenzotetramisole and derivatives is described. Our strategy features a one-pot acylation-cyclization of 2-aminobenzothiazole with α,β-unsaturated acid chlorides to afford annulated pyrimidones. Subsequent Grignard addition followed by acid-promoted dehydration and reduction provides good overall yields of the title compounds in three steps and in quantities up to 10 g. The synthesis employs low-cost and readily available starting materials and enables access to both optical antipodes of these increasingly useful nucleophilic catalysts following chiral separation.
