Preparation of useful building blocks, α-iodo- and bromoalkanols from cyclic ethers using the Dowex H<sup>+</sup>/NaX (X = I, Br) approach
作者:Petri A. Turhanen、Jouko J. Vepsäläinen
DOI:10.1039/c5ra20813k
日期:——
reported novel green chemistry tool was effectively used for opening cyclic ethers to produce α-iodo- and bromoalkanols. The synthesis of 4-iodobutanoic acid from γ-butyrolactone has also been described. The method is based on the use of a dried Dowex H+/NaX (X = Br, I)-system, which is effective at producing α-iodoalkanols and some α-bromoalkanols from commercially available cyclic ethers. Additionally
我们最近报告的新型绿色化学工具有效地用于开环醚以生产α-碘和溴代链烷醇。也已经描述了由γ-丁内酯合成4-碘丁酸。该方法基于使用干燥的Dowex H + / NaX(X = Br,I)系统,该系统可有效地从可商购的环状醚生产α-碘代链烷醇和某些α-溴代链烷醇。另外,证明了打开三种不同的冠醚以形成具有各种链长的α-碘(聚乙烯)二醇。卤代链烷醇是合成化学中重要的组成部分,例如用于药物化学目的。
A problem of the present invention is to provide an economical process with minimized toxicity for producing an aromatic compound having a variety of substituents such as various alkyl groups, and the problem is solved by a process for production of an aromatic compound represented by formula (1) below, which comprises reacting a compound represented by formula (2) below with an aromatic magnesium reagent represented by formula (3a) below in the presence of an iron catalyst and a diamine compound:
wherein R is an optionally substituted hydrocarbon group or a C
3
-C
10
saturated or unsaturated ring group; A is an optionally substituted C
4
-C
20
aromatic group or an optionally substituted heteroaromatic group; X is a halogen atom or a sulfonic acid ester; and Y
1
is bromine, iodine, chlorine or a carbanion ligand.
作者:Nicholas E. Intermaggio、Agustin Millet、Dali L. Davis、David W. C. MacMillan
DOI:10.1021/jacs.2c04807
日期:2022.7.13
Deoxy-functionalization of alcohols represents a class of reactions that has had a profound impact on modern medicine. In particular, deoxyfluorination is commonly employed as a means to incorporate high-value fluorine atoms into drug-like molecules. Recently, the trifluoromethyl (CF3) group has garnered attention from medicinal chemists due to its ability to markedly improve the pharmaceutical properties