1407163-01-2Relevant academic research and scientific papers
Regioselective palladium(II)-catalyzed desulfitative heck-type reaction: Access to α-benzyl-β-keto esters from Baylis-Hillman adducts and sodium sulfinates
Bal Raju, Kammari,Mari, Vellakkaran,Nagaiah, Kommu
supporting information, p. 2867 - 2874 (2013/10/22)
A new palladium(II)-catalyzed desulfitative Heck-Type arylation from sodium arenesulfinates and Baylis-Hillman adducts for the synthesis of highly functionalized α-benzyl-β-keto ester derivatives in good to excellent yields has been developed. This methodology is simple and mild, it can utilize halogen bearing building blocks, and it has excellent regioselectivity. Georg Thieme Verlag Stuttgart ? New York.
A convenient and efficient synthesis of dipeptidyl benzoxaboroles and their peptidomimetics
Fu, Zhengyan,He, Jiangpeng,Tong, Aiping,Xie, Yongmei,Wei, Yuquan
supporting information, p. 2843 - 2852 (2013/10/22)
We have developed a convenient and efficient method for the synthesis of dipeptidyl benzoxaboroles and their peptidomimetics. The novel dipeptidyl benzoxaboroles were obtained by the protecting-group-free coupling of 6-amino-1,3-dihydro-2,1-benzoxaborol-1-ol with various N-(arylcarbonyl) phenylalanines. Bioisosteric replacement of the terminal amide moiety of dipeptidyl benzoxaboroles by 1,3,4-oxadiazoles or 4H-3,1-benzothiazin-4-one provided their peptidomimetics with good molecular diversity. These transformations were based on the pluripotency of methyl (S)-2-isothiocyanato-3- phenylpropanoate and were highlighted by mild reaction conditions, high atom efficiency, and good to excellent isolated yields. This method is a valuable addition to the development of novel drug-like boronic acid molecules. Georg Thieme Verlag Stuttgart ? New York.
Ligated regioselective PdII catalysis to access β-aryl-bearing aldehydes, ketones, and β-keto esters
Vellakkaran, Mari,Andappan, Murugaiah M. S.,Kommu, Nagaiah
supporting information; experimental part, p. 4694 - 4698 (2012/09/22)
By employing ligands in the PdII-mediated arylative isomerization of allyl alcohols, a milder and regioselective access to the versatile building blocks β-aryl aldehydes and ketones was developed. This new and chelation-controlled protocol enabled the compatibility of wide range of functionalities to generate dihydrochalcones, α-benzyl-α′- alkyl acetones, dihydrocinnamaldehydes, and α-benzyl β-keto esters (from Baylis-Hillman adducts). A practical multigram synthesis of an intermediate for Propafenone was also demonstrated. Copyright
