93119-94-9Relevant academic research and scientific papers
Diversity-Oriented Synthesis through Rh-Catalyzed Selective Transformations of a Novel Multirole Directing Group
Su, Bo,Wei, Jiang-Bo,Wu, Wen-Lian,Shi, Zhang-Jie
, p. 2986 - 2990 (2015/09/22)
In the context of transition-metal-catalyzed C-H functionalization, directing-group strategy was developed for the improvement of chemical reactivity and selectivity. Recently, to avoid the inherent limitations of traditional mono-role directing groups, a dual-role oxidizing-directing-group strategy was developed, in which the directing group acts both as directing group and oxidant. Herein, we report a multirole directing group, which possesses multiple reactive sites, exhibits unique reactivity and selectivity, and leads to four different types of products from a single starting material through rhodium-catalyzed C-H activation/alkyne annulation reactions. The excellent product diversity and regio- and redox selectivity were well controlled by the tuning of solvents and oxidants. Chemical multitasking: A novel N-N bond containing a multirole directing group is developed, which enables the synthesis of four different products selectively from the same starting material through RhIII catalysis. Key features include ready availability, multiple reactive sites, high redox selectivity and controllability, and multifarious transformations toward important scaffolds and structural diversification. Phth=phthaloyl; DCE=1,2-dichloroethane.
SYNTHESIS OF 1-SUBSTITUTED 3,4-DIARYLISOQUINOLINE DERIVATIVES
Delcey, Martine Croisy,Huel, Christiane,Bisagni, Emile
, p. 1721 - 1730 (2007/10/03)
3,4-Diaryl-2H-isoquinolin-2-ones and corresponding 1-chloro derivatives were easily prepared in a way involving i) condensation of 2-aroylbenzyl chlorides with arylmethylamines; ii) treatment of the resulting 1-aryl-N-1-hydroxyarylmethylisoindol-3-ones wi
Photolysis of Vinyl Halides. Reaction of Photogenerated Vinyl Cations with Cyanate and Thiocyanate Ions
Kitamura, Tsugio,Kobayashi, Shinjiro,Taniguchi, Hiroshi
, p. 1801 - 1805 (2007/10/02)
The title reaction was conducted in a two-phase system of dichloromethane and water using a tetrabutylammonium halide as a phase-transfer catalyst.The reaction of the photogenerated arylvinyl cation with cyanate ion gave only isoquinolone derivatives, whereas the reaction with thiocyanate ion afforded products derived from S attack, vinyl thiocyanates, and products derived from N attack, vinyl isothiocyanates or thioisoquinolones.The ambident nature of thiocyanate ion is compared with the reaction of benzyl bromides.
REACTION OF PHOTOGENERATED VINYL CATIONS WITH AMBIDENT ANIONS
Kitamura, Tsugio,Kobayashi, Shinjiro,Taniguchi, Hiroshi
, p. 1523 - 1526 (2007/10/02)
Photolysis of vinyl bromides with cyanate anion in a two-phase system gave only isoquinolinones as the N-site attacked products.However, the photolysis with thiocyanate anion gave the N-site attacked products, isothioquinolinones or vinyl isothiocyanates, and the S.site attacked products, vinyl thiocyanates.
