Premium
Visible Light‐Induced Methoxycarbonyldifluoromethylation of Trimethylsilyl Enol Ethers and Allyltrimethylsilanes with FSO 2 CF 2 CO 2 Me
Author(s) -
Yu Wei,
Ouyang Yao,
Xu XiuHua,
Qing FengLing
Publication year - 2018
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201800318
Subject(s) - chemistry , enol , trimethylsilyl , allylic rearrangement , visible spectrum , photocatalysis , enol ether , combinatorial chemistry , organic chemistry , medicinal chemistry , photochemistry , catalysis , optoelectronics , physics
A photocatalytic methoxycarbonyldifluoromethylation of trimethylsilyl enol ethers with FSO 2 CF 2 CO 2 Me in the presence of fac ‐Ir(ppy) 3 was developed. This reaction provided a practical strategy for the construction of various α‐CF 2 CO 2 R aromatic ketones, which are difficult to access by other methods. Furthermore, a series of methoxycarbonyldifluoromethylated allylic compounds could also be obtained from allyltrimethylsilanes using the same strategy. The resulting CF 2 CO 2 R‐containing products are useful building blocks and potentially valuable in medicinal chemistry and material sciences.