Preparation of substituted alkynes by nucleophilic substitution reactions catalyzed by rhenium oxo complexes was written by Toste, F. Dean. And the patent was published on September 16,2004.Application In Synthesis of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the patent:
A method is provided for synthesizing substituted alkynes from alkyne reactants R1R2CXCCR3 [X = leaving group; R1 = H, (un)substituted C1-24 hydrocarbyl; R2 = H, (un)substituted C1-24 hydrocarbyl, functional group; R3 = H, silyl, (un)substituted C1-24 hydrocarbyl] and a nucleophile using rhenium (V) oxo complex as a catalyst. The method does not require activation of the leaving group or ionization of the nucleophilic reactant, and may be carried out in the presence of air and moisture. The invention is useful in synthesizing propargyl ethers, propargyl amines, and the like. Thus, reaction of PhCH(OH)CC(CH2)3CH3 with 3-chloropropanol in MeCN with 5 mol % (dppm)ReOCl3 gave 96% propargylic ether PhCH(OCH2CH2CH2Cl)CC(CH2)3CH3. The substitution reaction was also carried out with nitrogen and carbon nucleophiles. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Application In Synthesis of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol).
(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Application In Synthesis of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol
Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem