Koppolu Srinivasa Rao, Naveen Naganaboina, Balamurugan Rengarajan
School of Chemistry, University of Hyderabad , Prof. C. R. Rao Road, Gachibowli, Hyderabad 500046, India.
J Org Chem. 2014 Jul 3;79(13):6069-78. doi: 10.1021/jo500759a. Epub 2014 Jun 16.
Direct α-alkylation of unactivated ketones using benzylic alcohols as electrophiles has been achieved at room temperature. This reaction takes place via in situ formed acetal using triflic acid and trimethyl orthoformate. It is believed that methyl vinyl ether formed from the in situ generated dimethyl acetal in the presence of triflic acid undergoes alkylation. Diverse ketones could be alkylated with diarylmethanols, cinnamyl alcohols, and phenyl propargyl alcohols having different electrophilicities.
在室温下，已实现了使用苄醇作为亲电试剂对未活化酮进行直接α-烷基化反应。该反应通过三氟甲磺酸和原甲酸三甲酯原位形成缩醛来进行。据信，在三氟甲磺酸存在下由原位生成的二甲基缩醛形成的甲基乙烯基醚会发生烷基化反应。多种酮可以与具有不同亲电性的二芳基甲醇、肉桂醇和苯基炔丙醇发生烷基化反应。
