Medina, Jose M.; Kang, Taeho; Erbay, Tugce G.; Shao, Huiling; Gallego, Gary M.; Yang, Shouliang; Tran-Dube, Michelle; Richardson, Paul F.; Derosa, Joseph; Helsel, Ryan T.; Patman, Ryan L.; Wang, Fen; Ashcroft, Christopher P.; Braganza, John F.; McAlpine, Indrawan; Liu, Peng; Engle, Keary M. published the artcile< Cu-Catalyzed Hydroboration of Benzylidenecyclopropanes: Reaction Optimization, (Hetero)Aryl Scope, and Origins of Pathway Selectivity>, Application of C4H3NOS, the main research area is benzylidenecyclopropane preparation copper catalyzed hydroboration diborane; cyclopropylboronic ester preparation reactivity; potential energy surface copper catalyzed hydroboration benzylidenecyclopropane; Copper catalysis; benzylidenecyclopropanes; cyclopropylboronic esters; heterocycles; hydroborations; β-carbon elimination.
The Cu-catalyzed hydroboration of benzylidenecyclopropanes, conveniently accessed in one step from readily available benzaldehydes, is reported. Under otherwise identical reaction conditions, two distinct phosphine ligands grant access to different products by either suppressing or promoting the cyclopropane opening via β-C elimination. Computational studies provide insight into how the rigidity and steric environment of these different bis-phosphine ligands influence the relative activation energies of β-C elimination vs. protodecupration from the key benzylcopper intermediate. The method tolerates a wide variety of heterocycles prevalent in clin. and preclin. drug development, giving access to valuable synthetic intermediates. The versatility of the tertiary cyclopropylboronic ester products is demonstrated through several derivatization reactions.
ACS Catalysis published new progress about Alkenes Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), PROC (Process), RACT (Reactant or Reagent), PREP (Preparation) (benzylidenecyclopropanes). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Application of C4H3NOS.
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica