Rapid Generation of 2‐Acyl‐4‐phenyltetralones from 1,1‐Diacylphenylcyclopropanes.

Autor: Henneveld, Jackson S., Gilmer, Selena C. L., Lucas, Nigel T., Hawkins, Bill C.
Předmět:
Zdroj: Asian Journal of Organic Chemistry; Oct2021, Vol. 10 Issue 10, p2553-2556, 4p
Abstrakt: A rapid and facile method of accessing 4‐phenyl‐β‐keto‐α‐tetralones is reported. The key homo‐Nazarov cyclization was achieved via treatment of the preceding phenylcyclopropane with TiCl4 at below ambient temperatures. In contrast to previous work, which was limited to electron‐rich substrates, the present transformations proceeded without heating and were applicable to an electronically broad range of substrates. Furthermore, a mechanistically novel reaction afforded an unexpected γ‐diarylketone as well as a rearranged regioisomer of the expected α‐tetralone. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index