1643796-25-1Relevant articles and documents
Coupling biocatalysis with high-energy flow reactions for the synthesis of carbamates and β-amino acid derivatives
Leslie, Alexander,Moody, Thomas S.,Smyth, Megan,Wharry, Scott,Baumann, Marcus
supporting information, p. 379 - 384 (2021/03/15)
A continuous flow process is presented that couples a Curtius rearrangement step with a biocatalytic impurity tagging strategy to produce a series of valuable Cbz-carbamate products. Immobilized CALB was exploited as a robust hydrolase to transform residual benzyl alcohol into easily separable benzyl butyrate. The resulting telescoped flow process was effectively applied across a series of acid substrates rendering the desired carbamate structures in high yield and purity. The derivatization of these products via complementary flow-based Michael addition reactions furthermore demonstrated the creation of β-amino acid species. This strategy thus highlights the applicability of this work towards the creation of important chemical building blocks for the pharmaceutical and speciality chemical industries.
Indole synthesis based on a modified koser reagent
Fra, Laura,Millán, Alba,Souto, José A.,Mu?iz, Kilian
supporting information, p. 7349 - 7353 (2014/07/21)
A new metal-free method for the rapid and productive preparation of indoles has been developed. This process is based on sterically congested hypervalent iodine compounds of the family of Koser reagents, and iodosobenzene in combination with 2,4,5-tris-isopropylbenzene sulfonic acid provides the highest yields and fastest reaction times. This reagent alone promotes the chemoselective oxidative cyclization of 2-amino styrenes to indoles in high yields under mild conditions. Convenient route to indole: A fast, productive, and operationally simple indole synthesis was developed.
