Me<sub>3</sub>SiCF<sub>2</sub>Br-Self-Assisted Domino Reaction: Catalytic Synthesis of α,α-Difluorocyclopentanones from Methylvinylketones
作者:Jian Chang、Cong Xu、Jie Gao、Fengyun Gao、Dongsheng Zhu、Mang Wang
DOI:10.1021/acs.orglett.7b00611
日期:2017.4.7
in the domino conversion of methylvinylketones into α,α-difluorinated cyclopentanones. Initiated by 5 mol % of nBu4NBr, the multistep reaction occurred in one pot under mild conditions via the in situ formation of silyl dienol ethers, difluorocyclopropanation, thermal vinylcyclopropane–cyclopentene rearrangement, and desilylation. The process takes advantage of the multitasking capability of Me3SiCF2Br
一种基于Me 3 SiCF 2 Br的完全自助剂策略用于甲基乙烯基酮的多米诺骨转化为α,α-二氟环戊酮。由5 mol%的n Bu 4 NBr引发,在温和的条件下,在一锅中通过甲硅烷基二烯醇醚的原位形成,二氟环丙烷化,热乙烯基环丙烷-环戊烯重排和去甲硅烷基化反应,进行了多步反应。该方法利用了Me 3 SiCF 2 Br作为二氟卡宾源,硅基转移剂和溴阴离子释放剂的多任务处理能力。