Development of new approach for the synthesis of 6-perfluoroalkyl substituted allene benzazecines and study of the nature of properties due to the presence of perfluoroalkyl groups.

• The indirect introduction of perfluoroalkyl groups into allene benzazecines has been developed. • The cytotoxic activity of perfluoroalkyl substituted compounds has been evaluated. • The reaction mechanistic features have been refined. New approach for the introduction of a perfluoroalkynyl fragment into 1-R2–2-methyl-1,2,3,4-tetrahydroisoquinolines has been developed. Synthesized 1,1-disubstituted isoquinoline compounds under the action of methyl propiolate (24 °C) and acetylacetylene (-17 °C) in trifluoroethanol are converted into 6-perfluoroalkyl substituted allene benzazecines. The synthesized isoquinoline derivatives 2 , and benzazecines 3 – 4 were evaluated against four cancer cell lines. The results revealed that compound 2h (R2 = C 6 H 4 - p -OMe; R F = CF(CF 3) 2) displayed good cytotoxic effects on four tested cell lines with IC 50 values ranging from 5 to 50 μM. To create your abstract, type over the instructions in the template box below. Fonts or abstract dimensions should not be changed or altered. [Display omitted] [ABSTRACT FROM AUTHOR]