1266349-32-9Relevant academic research and scientific papers
Chemoselective and Highly Rate Accelerated Intramolecular Aza-Morita-Baylis-Hillman Reaction
Bharadwaj, Kishor Chandra
, p. 14498 - 14506 (2018/12/14)
Despite being a very useful C-C bond forming and highly applicative reaction, Morita-Baylis-Hillman (MBH) reaction has been limited by its excessive slow reaction rate, including its intramolecular version. In certain cases, reaction time may even go to weeks and months. A highly chemoselective and rate accelerated intramolecular MBH reaction of just 15 min has been developed. The product dihydroquinoline, being unstable, was converted to an important quinoline framework. In some cases IMBH adducts were isolable, thus confirming the reaction path. Control experiments toward mechanism investigation have been carried out. Use of sodium sulfide has emerged as a rate accelerating catalyst in DMF-EtOH solvent system. Reaction intermediate for IMBH pathway was isolated and characterized. Other aspects such as the application of IMBH adduct for Michael addition and amidation have also been carried out.
Highly enantioselective synthesis of polysubstituted tetrahydroquinolines via organocatalytic Michael/Aza-Henry tandem reactions
Jia, Zhen-Xin,Luo, Yong-Chun,Xu, Peng-Fei
, p. 832 - 835 (2011/04/27)
Highly enantioselective chiral bifunctional thiourea catalyzed asymmetric tandem reactions for synthesis of substituted tetrahydroquinolines are described. Substituted tetrahydroquinolines were given in good yields (up to 98%), high enantioselectivities (
