305837-95-0Relevant articles and documents
Enantioselective Nickel-Catalyzed anti-Arylmetallative Cyclizations onto Acyclic Ketones
Green, Harley,Argent, Stephen P.,Lam, Hon Wai
supporting information, p. 5897 - 5900 (2021/03/16)
Domino reactions involving nickel-catalyzed additions of (hetero)arylboronic acids to alkynes, followed by cyclization of the alkenylnickel intermediates onto tethered acyclic ketones to give chiral tertiary-alcohol-containing products in high enantioselectivities, are described. The reversible E/Z isomerization of the alkenylnickel intermediates enables overall anti-arylmetallative cyclization to occur. The ring system of the products are substructures of certain diarylindolizidine alkaloids.
Ru(II)-Catalyzed Regioselective Hydroarylative Coupling of Indolines with Internal Alkynes by C?H Activation
Ahmad, Ashfaq,Ampapathi, Ravi Sankar,Dutta, Himangsu Sekhar,Kant, Ruchir,Khan, Afsar Ali,Koley, Dipankar,Kumar, Mohit,Raziullah,Vaishnav, Jayanti
supporting information, p. 2107 - 2113 (2021/07/22)
We have developed a regioselective hydroarylative coupling of indolines with internal alkynes by the activation of C?H bond using inexpensive Ru(II)-catalyst. This redox-neutral, atom-economical, and scalable C?H functionalization has been accomplished using easily removable weakly coordinating directing group. Diverse unsymmetrically substituted alkynes appended with pharmacologically important heterocycles were coupled with various indolines and 1,2,3,4-tetrahydroquinolines to furnish the corresponding trisubstituted alkenes with very high regioselectivity. The application of the method has been demonstrated with a number of alkyne-containing drug molecules, natural products, carbohydrates, amino acids, steroids, and other heterocycles. Preliminary mechanistic interrogation revealed that the C?H activation proceeds through base-assisted internal electrophilic-type substitution process.
Cu(I)-catalyzed oxidative cyclization of enynamides: Regioselective access to cyclopentadiene frameworks and 2-aminofurans
Shen, Wen-Bo,Tang, Xiang-Ting,Zhang, Ting-Ting,Liu, Si-Yu,He, Jiang-Man,Su, Tong-Fu
, p. 6799 - 6804 (2020/09/15)
An efficient Cu(I)-catalyzed oxidative cyclization of alkynyl-tethered enynamides for the construction of fused bicyclic cyclopentadiene derivatives is disclosed. The cascade proceeds through alkyne oxidation, carbene/alkyne metathesis, and formal (3 + 2)