41616-59-5Relevant academic research and scientific papers
Acceptorless dehydrogenative construction of CN and CC bonds through catalytic aza-Wittig and Wittig reactions in the presence of an air-stable ruthenium pincer complex
Biswas, Nandita,Das, Kalicharan,Sardar, Bitan,Srimani, DIpankar
, p. 6501 - 6512 (2019/05/24)
The construction of CN bonds was achieved by the dehydrogenative coupling of alcohol and azide via aza-Wittig type reaction. The reaction is catalyzed by an acridine-derived ruthenium pincer complex and does not use any oxidant. The present protocol offers a wide substrate scope, including aliphatic, aryl or heteroaryl alcohol/azides. This expeditious protocol was successfully applied to construct a CC bond directly from alcohol via dehydrogenative Wittig reaction. Furthermore, the synthesis of structurally important pyrrolo[1,4]benzodiazepine derivatives was also achieved by this methodology.
Discovery of liver selective non-steroidal glucocorticoid receptor antagonist as novel antidiabetic agents
Shah, Kiran,Patel, Dipam,Jadav, Pradip,Sheikh, Mubeen,Sairam, Kalapatapu V. V. M.,Joharapurkar, Amit,Jain, Mukul R.,Bahekar, Rajesh
supporting information, p. 5857 - 5862,6 (2020/07/31)
Series of benzyl-phenoxybenzyl amino-phenyl acid derivatives (8a-q) are reported as non-steroidal GR antagonist. Compound 8g showed excellent h-GR binding and potent antagonistic activity (in vitro). The lead compound 8g exhibited significant oral antidia
Separation of Ring Polar and Resonance Effects on the Rate and Equilibrium Constants for Methoxide Ion-Promoted Addition of Methanol to N-Benzylideneanilines Substituted at the Benzylidene Moiety
Toullec, Jean,Bennour, Sadjia
, p. 2831 - 2839 (2007/10/02)
Rate and equilibrium constants for the title reaction (α-amino ether formation) at 25 deg C in methanol are reported for 16 N-benzylideneanilines (BAs) substituted at the benzaldehyde moiety.In contrast to a previous report dealing with BAs substituted at the aniline residue, it is shown that an uncatalyzed pathway competes with the methoxide ion-catalyzed reaction, these two processes corresponding to rate-limiting attachment of the lyate ion to the C=N bond of iminium ion and free imine, respectively.For the latter reaction pathway, the lifetimes of the amide-ion intermediates are long enough to allow a stepwise mechanism.The equilibrium constants for the overall reaction are correlated by the two-parameter Young-Jencks (YJ) equation n?n + ρr(?+ - ?n) + C> allowing separation of the overall polar effect of the substituted ring (ρn = 0.87), including resonance-induced polar (RP) effects, from the direct resonance (DR) effect due to conjugation with the C=N group (ρr = 0.54).For the forward methoxide ion-catalyzed process, the polar and DR contributions to the substituent effects on the second-order rate constant have the same sign (ρn = 1.79 and ρr = 0.28, respectively), but these have opposite signs (ρn = 0.92 and ρr = -0.25) for the reverse reaction.The contribution of the DR effects for the reverse rate constants, which make the points lie above the log k-?n line, stems from gain in resonance at the negatively charged transition state.The validity and significance of the YJ treatment are discussed.
