6972-51-6Relevant articles and documents
Method of synthesizing 2,5-dimethyl phenylacetic acid through 2,5-dimethyl benzyl halide
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Paragraph 0037-0051, (2019/10/17)
The invention relates to the field of organic synthesis, in particular to a method of synthesizing 2,5-dimethyl phenylacetic acid through 2,5-dimethyl benzyl halide. The method comprises the followingsteps that 2,5-dimethyl benzyl halide reacts with magnesium to generate a Grignard reagent, namely, 2,5-dimethyl benzyl magnesium halide; 2,5-dimethyl benzyl magnesium halide reacts with paraformaldehyde to generate 2,5-dimethyl phenylethanol; and 2,5-dimethyl phenylethanol is oxidized into 2,5-dimethyl phenylacetic acid through NaClO and NaClO2 under a TEMPO or 4-OH TEMPO catalyst. The method has the advantages that in the synthesis process of 2,5-dimethyl phenylacetic acid, use of expensive noble metal catalysts and hypertoxic cyaniding reagents is avoided, the adopted reagents are environmentally friendly, the cost is lowered, the technology is simplified, the yield is high, the deficiencies in the prior art are overcome, and the method is suitable for large-scale industrial production.
A Phosphine-Catalyzed Novel Asymmetric [3+2] Cycloaddition of C,N-Cyclic Azomethine Imines with δ-Substituted Allenoates
Wang, De,Lei, Yu,Wei, Yin,Shi, Min
supporting information, p. 15325 - 15329 (2016/02/18)
Catalytic asymmetric [3+2] cycloadditions of C,N-cyclic azomethine imines with δ-substituted allenoates have been developed in the presence of (S)-Me-f-KetalPhos, affording functionalized tetrahydroquinoline frameworks in good yields with high diastereo- and good enantioselectivities under mild condition. The substrate scope has been also examined. This is the first time that δ-substituted allenoates have been applied as a δ,γ-C-C bond participated C 2 synthon in asymmetric synthesis. Another round: Catalytic asymmetric [3+2] cycloaddition of C,N-cyclic azomethine imines with δ-substituted allenoates have been developed in the presence of (S)-Me-f-KetalPhos, affording functionalized tetrahydroquinoline frameworks in good yields with high diastereo- and good enantioselectivities under mild conditions. This is the first example applying δ-substituted allenoates as C 2 synthons in asymmetric δ,γ-C-C bond formation.
