70477-44-0Relevant academic research and scientific papers
Iron-Catalyzed Direct Cross-Coupling of Ethers and Thioether with Alcohols for the Synthesis of Mixed Acetals
Cheng, Lu,Han, Wei,Zhao, Hongyuan
supporting information, p. 1400 - 1403 (2020/07/30)
An iron-catalyzed direct O-alkylation of alcohols via α-C(sp 3)-H activation of ethers and a thioether has been established that tolerates cyclic and acyclic ethers and alcohols containing aromatic N-heterocyclic moieties, providing an efficient and green method for the synthesis of mixed acetals with good to excellent yields. The robustness of this protocol is demonstrated by the late-stage oxidation of a structurally complex natural product.
Visible Light-Induced α-C(sp3)-H Acetalization of Saturated Heterocycles Catalyzed by a Dimeric Gold Complex
Si, Xiaojia,Zhang, Lumin,Wu, Zuozuo,Rudolph, Matthias,Asiri, Abdullah M.,Hashmi, A. Stephen K.
supporting information, p. 5844 - 5849 (2020/08/12)
Saturated heterocyclic acetals are useful fragments in organic synthesis and other fields. Herein, C(sp3)-H dehydrogenative cross-couplings of ethers, tetrahydrothiophenes, and pyrrolidines were achieved under visible light irradiation by using iodobenzene and an in situ-formed gold complex. The broad functional group compatibility and substrate scope indicate that our strategy is a promising way to synthesize acetal analogues. The method was successfully applied in late-stage modifications of bioactive molecules. Gram scale syntheses and mechanistic studies are also presented.
Method for compounding ether by dehydrogenation cross coupling reaction of iron catalyst alcohol and ether
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Paragraph 0031; 0032; 0127; 0128, (2017/10/13)
The invention discloses a method for compounding ether by dehydrogenation cross coupling reaction of iron catalyst alcohol and ether, and belongs to the technical field of catalyzed synthesis. The reaction general formula is as shown in the specification. The method applies low-price and toxic-free iron as catalyst and silicon reagent as promoter, the ether compound by dehydrogenation cross coupling reaction of iron catalyst alcohol and ether is completed under the effect of oxidizing agent. The method applies the environmental-friendly iron catalyst, safe and pollution-free silicon reagent as the promoter so as to perform dehydrogenation cross coupling reaction of alcohol and ether; therefore, the method has good functional group compatibility and wide substrate application scale.
CuBr2-promoted tetrahydrofuranylation of alcohols and 1,3-dione
Wang, Meng-Ke,Zhou, Zeng-Le,Tang, Ri-Yuan,Zhang, Xing-Guo,Deng, Chen-Liang
supporting information, p. 737 - 740 (2013/05/08)
A method for the CuBr2-promoted tetrahydrofuranylation of alcohols and 1,3-dione has been developed. A variety of different alcohols were efficiently converted into the corresponding 2-tetrahydrofuran ethers in the presence of CuBr2. It is noteworthy that this protocol also successfully converted 1,3-diphenyl-1,3-dione into the corresponding 2-tetrahydrofuran derivative in good yield. Georg Thieme Verlag Stuttgart - New York.
Mild and efficient deprotection of acetal-type protecting groups of hydroxyl functions by triethylsilyl triflate2,4,6-collidine combination
Fujioka, Hiromichi,Kubo, Ozora,Okamoto, Kazuhisa,Senami, Kento,Okitsu, Takashi,Ohnaka, Takuya,Sawama, Yoshinari,Kita, Yasuyuki
experimental part, p. 1089 - 1103 (2010/10/20)
Deprotection of acetal-type protecting groups of hydroxyl functions has been studied in detail. The treatment of alcohol derivatives protected by acetal-type protecting groups with TESOTf2,4,6-collidine followed by H 20-treatment produces the corresponding hydroxyl compounds in good yields. The characteristic features of the method are very mild and chemoselective, and acid-labile functional groups can tolerate these conditions.
A convenient synthesis of 2-tetrahydrofuranyl ethers.
Baati,Valleix,Mioskowski,Barma,Falck
, p. 485 - 487 (2007/10/03)
[reaction: see text] A wide spectrum of alcohols and phenols are readily transformed to the corresponding 2-tetrahydrofuranyl ethers in good to excellent yields using CrCl2 and CCl4 in THF under nearly neutral conditions at room temperature.
