63600-35-1Relevant academic research and scientific papers
HFIP Solvent Enables Alcohols to Act as Alkylating Agents in Stereoselective Heterocyclization
Zhu, Yuxiang,Colomer, Ignacio,Thompson, Amber L.,Donohoe, Timothy J.
, p. 6489 - 6493 (2019/05/06)
A new method for the stereoselective synthesis of highly functionalized oxygen heterocycles using allyl or benzyl alcohols as alkylating agents is presented. The process is efficient and atom economic, generating water as the only stoichiometric byproduct. Substoichiometric amounts of Ti(OiPr)4 in HFIP solvent are key to this reactivity, and the method tolerates a broad substitution pattern on both the alcohol initiator and homoallylic alcohol substrate. Preliminary mechanistic studies reveal in situ formation of a titanium complex with HFIP which may initiate the cyclization reaction. Further stereoselective functionalization of the products allows access to a diverse range of interesting heterocyclic structures.
Combining photoredox and silver catalysis for azidotrifluoromethoxylation of styrenes
Cong, Fei,Wei, Yongliang,Tang, Pingping
supporting information, p. 4473 - 4476 (2018/05/03)
The first example of an azidotrifluoromethoxylation of styrenes has been achieved by synergistic visible-light-mediated photoredox and silver catalysis. Trifluoromethyl arylsulfonate (TFMS) and the Zhdankin reagent were used as the trifluoromethoxylation reagent and the azide source, respectively. A good functional group tolerance and mild reaction conditions of this method are applicable to late-stage azidotrifluoromethoxylation of complex small molecules. Furthermore, the mechanistic investigations indicate the single-electron transfer involved in the reaction.
Saccharinsulfonic acid: An efficient and recyclable catalyst for acetylation of alcohols, phenols, and amines
Shirini, Farhad,Zolfigol, Mohammad Ali,Abedini, Masoumeh
experimental part, p. 1495 - 1498 (2010/06/19)
Saccharinsulfonic acid is an efficient catalyst of the protection of alcohols, phenols, and amines with acetic anhydride. All reactions were performed under mild and completely heterogeneous reaction conditions. with excellent yields.
Stereoselective synthesis of benzannulated spiroketals: Influence of the aromatic ring on reactivity and conformation
Liu, Guodong,Wurst, Jacqueline M.,Tan, Derek S.
supporting information; experimental part, p. 3670 - 3673 (2011/03/18)
Image Presented A systematic stereocontrolled synthesis of benzannulated spiroketals has been developed, using kinetic spirocyclization reactions of glycal epoxides, leading to a new AcOH-induced cyclization and valuable insights into the reactivity and c
Samarium trifluoromethanesulfonate: An efficient moisture tolerant acylation catalyst under solvent-free condition
Roy, Bimalendu,Dasgupta, Somnath,Kumar Rajput, Vishal,Mukhopadhyay, Balaram
, p. 1 - 9 (2008/09/21)
Samarium trifluoromethanesulfonate catalyzed the acylation of phenols, alcohols, thiols, free reducing sugars, and glycosides in excellent yields at ambient temperature under solvent-free condition using stoichiometric amounts of various anhydrides. (Chemical Equation Presented). Copyright Taylor & Francis Group, LLC.
Catalytic ethenylation reaction of phenol using SnCl4
Kobayashi, Katsumi,Yamaguchi, Masahiko
, p. 241 - 242 (2007/10/03)
equation presented Ethenylation reaction of phenol with silylethyne at the o-position is catalyzed by the SnCl4-BuLi reagent. While turn over numbers (TONs) in the reactions of m-or p-substituted phenols are 3 to 4, those for o-substituted phen
Ortho-vinylation reaction of phenols with ethyne
Yamaguchi, Masahiko,Arisawa, Mieko,Omata, Kenji,Kabuto, Kuninobu,Hirama, Masahiro,Uchimaru, Tadafumi
, p. 7298 - 7305 (2007/10/03)
Phenols were vinylated at the ortho-position with ethyne in the presence of SnCl4-Bu3N reagent. The reaction was applicable to phenols possessing either electron-donating or electron-withdrawing groups. 2,6-Divinylphenols were synthe
2,6-Divinylation of phenols with ethyne
Yamaguchi, Masahiko,Arisawa, Mieko,Kido, Yoshiyuki,Hirama, Masahiro
, p. 1663 - 1664 (2007/10/03)
Phenols are 2,6-divinylated by treatment with ethyne at 100°C in chlorobenzene in the presence of SnCl4-Bu3N, the divinylation occurring predominantly to exclusively with phenol, alkylphenols and alkoxyphenols; an appropriate amount of the tin reagent and the correct reaction temperature are essential for the divinylation.
