79825-72-2Relevant academic research and scientific papers
Trideuteromethylation Enabled by a Sulfoxonium Metathesis Reaction
Shen, Zuyuan,Zhang, Shilei,Geng, Huihui,Wang, Jiarui,Zhang, Xinyu,Zhou, Anqi,Yao, Cheng,Chen, Xiaobei,Wang, Wei
supporting information, p. 448 - 452 (2019/01/14)
A conceptually novel sulfoxonium metathesis reaction between TMSOI and cost-effective DMSO-d6 is developed for the efficient generation of a new trideuteromethylation reagent TDMSOI. The new reagent TDMSOI is produced highly efficiently by simply heating a mixture of TMSOI and DMSO-d6 and directly used for subsequent trideuteromethylation in a "one-pot" operation. The preparative power of the new versatile reagent and the "one-pot" protocol is demonstrated by its use to install the ?CD3 moiety into broad functionalities including phenols, thiophenols, acidic amines, and enolizable methylene units in high yield and at a useful level of deuteration (>87% D).
Efficient and practical approach to esters from acids/ 2-oxoacids/ 2-oxoaldehydes &/ 2-oxoesters
Padala, Anil K.,Saikam, Varma,Ali, Asif,Ahmed, Qazi Naveed
, p. 9388 - 9395 (2015/11/18)
An efficient, mild, cost effective and practical method is presented for generation of esters (RCO2R′) from acids (RCO2H)/ 2-oxoacids (RCOCO2H)/ 2-oxoaldehydes (RCOCHO)/ 2-oxoesters (RCOCO2R″) and alcohols by using oxone as catalyst. In addition to deciphering the scope of our process, we propose a mechanism for esterification through a common intermediate IV. Reaction with 2-oxoacids and 2-oxoaldehydes proceed with initial CO-C cleavage followed by oxone mediated esterification with alcohols. In addition, reaction with 2-oxoesters proceeds through CO-CO bond cleavage and trans-esterification.
