Iron-Mediated Bromocyclization of Olefinic Amides for the Synthesis of Bromobenzoxazines.

Autor: Zhao, Tong-Tong, Bian, Qiang, Zhao, Yu-Wei, Xu, Lin-Lin, Xu, Da-Zhen, Zhao, Wei-Guang
Předmět:
Zdroj: Synthesis; Oct2024, Vol. 56 Issue 19, p2993-3000, 8p
Abstrakt: An iron-mediated bromination/cyclization for the synthesis of bromobenzoxazines from olefinic amides has been successfully developed. In this protocol, the simple iron salt FeBr3 was employed as a bromination reagent, giving the bromobenzoxazine products in moderate to excellent yields. This methodology features good functional group tolerance, gram-scale synthesis, and green reaction conditions by the use of air as the terminal oxidant. Preliminary mechanistic studies suggest that a free radical pathway is involved. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index