近日,武汉大学沈晓团队研究了可见光诱导的炔烃与溴二氟乙酰硅烷的[2+2]环化:较易获得宝石二氟环丁烯酮。相关论文于2025年4月29日发表在《美国化学会志》上。
研究组报告了一种简单有效的由炔烃和溴二氟乙酰硅烷合成宝石二氟环丁烯酮的方法,该方法在可见光诱导条件下与原位生成的二氟乙烯酮进行正式环化反应。反应条件温和,底物范围广,包括芳香族和脂肪族炔烃。此外,该反应表现出良好的官能团耐受性、易于扩展性以及多样化下游转化的潜力。机理研究表明,溴二氟乙酰硅烷是二氟乙烯酮的光化学前体。
附:英文原文
Title: Visible-Light-Induced [2 + 2] Cyclization of Alkynes with Bromodifluoroacetylsilanes: Facile Access to gem-Difluorocyclobutenones
Author: Gang Zhou, Yongpeng Li, Ying Liu, Xiaoqian He, Shanshan Liu, Xiao Shen
Issue&Volume: April 29, 2025
Abstract: Herein, we report a simple and efficient method for the synthesis of gem-difluorocyclobutenones from alkynes and bromodifluoroacetylsilanes, proceeding via a formal cyclization with in situ generated difluoroketene under visible-light-induced conditions. The reaction conditions are mild and exhibit a broad substrate scope, including both aromatic and aliphatic alkynes. Additionally, the reaction demonstrates good functional group tolerance, facile scalability, and the potential for diverse downstream transformations. Mechanistic studies suggest that bromodifluoroacetylsilanes act as photochemical precursors to difluoroketene.
DOI: 10.1021/jacs.5c03504
Source: https://pubs.acs.org/doi/abs/10.1021/jacs.5c03504
JACS:《美国化学会志》,创刊于1879年。隶属于美国化学会,最新IF:16.383
官方网址:https://pubs.acs.org/journal/jacsat
投稿链接:https://acsparagonplus.acs.org/psweb/loginForm?code=1000