posted on 2024-02-28, 14:03authored byZhenwei Zhang, Borong Su, Jiajun Gong, Huaming Tao, Shaoyu Mai
Herein, we introduce an iodonium ylide strategy to achieve
novel
α-alkylation of cyclic 1,3-dicarbonyls through harnessing C(sp3)–Rh species generated from 5-exo-trig cyclization to provide rapid access to molecular hybridization
of medically important isoindolin-1-ones and cyclic 1,3-dicarbonyls
from readily available substrates. This approach features mild conditions,
good yield, excellent functional group tolerance, and the simultaneous
formation of two new chemical bonds and one stereogenic center. Moreover,
the hydroxyl group of resulting product provides a good handle for
downstream transformations. Importantly, we also demonstrate this
strategy can be achieved in a one-pot manner. A C(sp3)–Rh
complex was prepared and proved to be the key intermediate.