27687-36-1Relevant articles and documents
On the Effect of Secondary Nucleation on Deracemization through Temperature Cycles
Cameli, Fabio,Steendam, René R. E.,Stefanidis, Georgios D.,Xiouras, Christos,ter Horst, Joop H.
, p. 1344 - 1354 (2020)
Herein, the pivotal role of secondary nucleation in a crystallization-enhanced deracemization process is reported. During this process, complete and rapid deracemization of chiral conglomerate crystals of an isoindolinone is attained through fast microwave-assisted temperature cycling. A parametric study of the main factors that affect the occurrence of secondary nucleation in this process, namely agitation rate, suspension density, and solute supersaturation, confirms that an enhanced stereoselective secondary nucleation rate maximizes the deracemization rate. Analysis of the system during a single temperature cycle showed that, although stereoselective particle production during the crystallization stage leads to enantiomeric enrichment, undesired kinetic dissolution of smaller particles of the preferred enantiomer occurs during the dissolution step. Therefore, secondary nucleation is crucial for the enhancement of deracemization through temperature cycles and as such should be considered in further design and optimization of this process, as well as in other temperature cycling processes commonly applied in particle engineering.
Base-promoted cascade C-C coupling/N-α-sp3C-H hydroxylation for the regiospecific synthesis of 3-hydroxyisoindolinones
Shen, Jinhai,You, Qihua,Fu, Qi,Kuai, Changsheng,Huang, Huabin,Zhao, Li,Zhuang, Zhixia
, p. 5170 - 5173 (2017/11/06)
A base-promoted cascade reaction for the regiospecific synthesis of substituted 3-hydroxyisoindolinones under transition-metal-free conditions is developed. The base-mediated C-C bond coupling and N-α-sp3C-H bond hydroxylation are involved in t
Tandem Rh(III)-catalyzed oxidative acylation of secondary benzamides with aldehydes and intramolecular cyclization: The direct synthesis of 3-hydroxyisoindolin-1-ones
Sharma, Satyasheel,Park, Eonjeong,Park, Jihye,Kim, In Su
, p. 906 - 909 (2012/04/05)
The rhodium-catalyzed oxidative acylation between secondary benzamides and aryl aldehydes via sp2 C - H bond activation followed by an intramolecular cyclization is described. This method results in the direct and efficient synthesis of 3-hydro