20621-70-9Relevant academic research and scientific papers
C(sp3)-H functionalizations of light hydrocarbons using decatungstate photocatalysis in flow
Deng, Yuchao,Fagnoni, Maurizio,Guthrie, Duncan,Laudadio, Gabriele,No?l, Timothy,Nun?, Manuel,Ravelli, Davide,Sun, Yuhan,Wal, Klaas Van Der
, p. 92 - 96 (2020/09/03)
Direct activation of gaseous hydrocarbons remains a major challenge for the chemistry community. Because of the intrinsic inertness of these compounds, harsh reaction conditions are typically required to enable C(sp3)-H bond cleavage, barring potential applications in synthetic organic chemistry. Here, we report a general and mild strategy to activate C(sp3)-H bonds in methane, ethane, propane, and isobutane through hydrogen atom transfer using inexpensive decatungstate as photocatalyst at room temperature. The corresponding carbon-centered radicals can be effectively trapped by a variety of Michael acceptors, leading to the corresponding hydroalkylated adducts in good isolated yields and high selectivity (38 examples).
Microtubing-Reactor-Assisted Aliphatic C?H Functionalization with HCl as a Hydrogen-Atom-Transfer Catalyst Precursor in Conjunction with an Organic Photoredox Catalyst
Deng, Hong-Ping,Zhou, Quan,Wu, Jie
supporting information, p. 12661 - 12665 (2018/09/20)
Chlorine radical, which is classically generated by the homolysis of Cl2 under UV irradiation, can abstract a hydrogen atom from an unactivated C(sp3)?H bond. We herein demonstrate the use of HCl as an effective hydrogen-atom-transfer catalyst precursor activated by an organic acridinium photoredox catalyst under visible-light irradiation for C?H alkylation and allylation. The key to success relied on the utilization of microtubing reactors to maintain the volatile HCl catalyst. This photomediated chlorine-based C?H activation protocol is effective for a variety of unactivated C(sp3)?H bond patterns, even with primary C(sp3)?H bonds, as in ethane. The merit of this strategy is illustrated by rapid access to several pharmaceutical drugs from abundant unfunctionalized alkane feedstocks.
Concave reagents, 30. Diastereoselective generation of quaternary stereocenters by ligand-controlled palladium-catalyzed allylations
Meynhardt,Lüning,Wolff,N?ther
, p. 2327 - 2335 (2007/10/03)
The 1,2-asymmetric induction in the formation of new quaternary centers by palladium-catalyzed allylation of substituted cyanoacetates 1a-c was controlled by using 2,9-disubstituted 1,10-phenanthrolines as ligands, giving the allylated products 3a-c with
