The synthesis of cyanocyclopropanes is achieved via asymmetric nitrogen insertion into prochiral cyclobutanones. Key mechanistic steps involve an organocatalyzed asymmetric condensation followed by chirality transfer via an intercepted Neber rearrangement.
Marlene Arnold+4 more
wiley +2 more sources
Direct Oxidative Conversion of Primary Alcohols to Nitriles Using Molecular Iodine in Ammonia Water [PDF]
Hideo Togo, Naoshi Mori
openalex +1 more source
Enantioconvergent Deacylative Functionalization toward α‐Quaternary Nitriles
An enantioconvergent quaternary‐to‐quaternary synthesis of α‐chiral nitriles has been enabled. By replacing the acyl group with a variety of allyl, propargyl, and benzyl motifs, the functional group swap can convert easily available β‐ketonitriles to assorted quaternary stereocenters en route to bioactive molecules of broad interests.
Minghao Zhang, Zhongxing Huang
wiley +2 more sources
Improved Carbon and Nitrogen Isotopic Ratios for CH$_3$CN in Titan's Atmosphere Using ALMA [PDF]
Titan, Saturn's largest satellite, maintains an atmosphere composed primarily of nitrogen (N$_2$) and methane (CH$_4$) that leads to a complex organic chemistry. Some of the nitriles (CN-bearing organics) on Titan are known to have substantially enhanced $^{15}$N abundances compared to Earth and to Titan's dominant nitrogen (N$_2$) reservoir. The $^{14}
arxiv
An efficient 1,3-dipolar cycloaddition between aromatic selenoaldehydes and nitrile oxides or nitrile imines: an easy access to selenium-containing five-membered heterocyclic ring system [PDF]
Masahito Segi+4 more
openalex +1 more source
Size‐Programmable Matteson‐Type Annulation: Construction of Spirocycles from Simple Cyclic Ketones
An iterative boron‐homologation approach is developed to enable programmable syntheses of various carbocycles with different sizes stereoselectively from simple precursors. This method utilizes an electron‐withdrawing group (EWG) as a handle to enable intramolecular Matteson‐type couplings, leading to diastereoselective and enantioselective ring ...
Woohyun Jo+4 more
wiley +2 more sources
A Novel Nitrile Oxide Precursor; 2-Methyl-4-nitro-5(2H)-isoxazolone
Masahiro Ariga+5 more
openalex +1 more source
Intramolecular Nitrile Oxide—Alkene Cycloaddition of Sugar Derivatives with Unmasked Hydroxyl Group(s). [PDF]
Tony K. M. Shing+4 more
openalex +1 more source
The synthesis and catalytic properties of Ni(II) complexes, with the general formula Ni(NHC)[P(OR)3](Ar)Cl, are described. These air‐stable complexes are effective under mild conditions and low catalytic loading for the Suzuki‐Miyaura cross‐coupling for a range of electronically and sterically differentiated coupling partners.
Morgan E. John+9 more
wiley +2 more sources
Reaction of pyrroles with ethyl 2-nitroso- and 2-azo-propenoates, and with ethyl cyanoformate N-oxide: a comparison of the reaction pathways [PDF]
The reaction of ethyl 2-nitrosopropenoate 2a with 1 -methylpyrrole, 2.5-dimethylpyrrole and 2.5- diphenylpyrrole has been investigated. In every case the products result from highly regioselective attack at C-2 of the pyrrole by the electrophile.
Gilchrist, Thomas L., Lemos, A.
core