145193-70-0Relevant academic research and scientific papers
Redox-Active Esters in Fe-Catalyzed C-C Coupling
Toriyama, Fumihiko,Cornella, Josep,Wimmer, Laurin,Chen, Tie-Gen,Dixon, Darryl D.,Creech, Gardner,Baran, Phil S.
supporting information, p. 11132 - 11135 (2016/10/12)
Cross-couplings of alkyl halides and organometallic species based on single electron transfer using Ni and Fe catalyst systems have been studied extensively, and separately, for decades. Here we demonstrate the first couplings of redox-active esters (both isolated and derived in situ from carboxylic acids) with organozinc and organomagnesium species using an Fe-based catalyst system originally developed for alkyl halides. This work is placed in context by showing a direct comparison with a Ni catalyst for >40 examples spanning a range of primary, secondary, and tertiary substrates. This new C-C coupling is scalable and sustainable, and it exhibits a number of clear advantages in several cases over its Ni-based counterpart.
Cubanes in medicinal chemistry: Synthesis of functionalized building blocks
Wlochal, Joanna,Davies, Robert D. M.,Burton, Jonathan
supporting information, p. 4094 - 4097 (2014/09/29)
A collection of novel, pharmaceutically relevant cubane-containing molecules has been prepared from the commercially available cubane-1,4- dimethylester. A range of synthetic methods have been applied to prepare these cubane building blocks with one or two functional handles to allow easy incorporation into existing medicinal chemistry programs.
Cubanecarboxylic acids. Crystal engineering considerations and the role of C-H...O hydrogen bonds in determining O-H...Onetworks
Kuduva, Srinivasan S.,Craig, Donald C.,Nangia, Ashwini,Desiraju, Gautam R.
, p. 1936 - 1944 (2007/10/03)
A family of 4-substituted-1-cubanecarboxylic acids have been synthesized and their X-ray crystal structures analyzed. The rare syn-anti O-H...O catemer 6 is a recurring pattern in this series of compounds. Catemer 6 is observed in the crystal structures o
4-Substituted cubylcarbinylamines: A new class of mechanism-based monoamine oxidase B inactivators
Zhou,Li,Upadhyaya,Eaton,Silverman
, p. 1165 - 1168 (2007/10/03)
Cubylcarbinylamine (1a), (4-cyclopropylcubyl)carbinylamine (1b), and (4- phenylcubyl)carbinylamine (1c) were synthesized and shown to be time- dependent, irreversible inactivators of monoamine oxidase B (MAO B). Substrate protects the enzyme from inactiva
Homolytic reactions of cubanes, generation and characterization of cubyl and cubylcarbinyl radicals
Della, Ernest W.,Head, Nicholas J.,Mallon, Philip,Walton, John C.
, p. 10730 - 10738 (2007/10/02)
A series of 4-substituted cubyl radicals was generated by bromine atom abstraction from 1-bromo-4-substituted cubanes. EPR observations showed that the cubyl radicals abstracted secondary hydrogen atoms from the ethyl groups of triethylsilane and decayed
