Mild and Metal-Free Protocol toward the Synthesis of Triarylmethanes by Reactions of (Hetero)Arylboronic Acids and ortho-Hydroxyarylaldehydes

Autor: Jesin C. P., Irfana, Haritha Mercy, A. Antony, S., Ravindra, Kataria, Ramesh, Chandra Nandi, Ganesh
Zdroj: The Journal of Organic Chemistry; March 2020, Vol. 85 Issue: 5 p3000-3009, 10p
Abstrakt: Herein, we have reported a metal-free, mild, and novel protocol for the synthesis of various triarylmethanes (TRAMs) in moderate to good yields via the reactions of aryl boronic acids and ortho-hydroxyarylaldehydes in the presence of stoichiometric amounts of Et3N in dichloroethane at 80 °C. Additionally, the synthetic utilities of few synthesized TRAMs were proven by carrying out bromination on the −OH-containing aryl part and followed by functionalization of bromine through a palladium-catalyzed Suzuki–Miyaura cross-coupling reaction with arylboronic acids in good yields. The −OH group was also alkylated and arylated through simple alkylation and Chan–Lam reaction, respectively.
Databáze: Supplemental Index