964-91-0Relevant academic research and scientific papers
One-pot regioselective synthesis of substituted pyrazoles and isoxazoles in PEG-400/water medium by Cu-free nano-Pd catalyzed sequential acyl Sonogashira coupling-intramolecular cyclization
Thirukovela, Narasimha Swamy,Balaboina, Ramesh,Botla, Vinayak,Vadde, Ravinder,Jonnalagadda, Sreekantha Babu,Vasam, Chandra Sekhar
, p. 6471 - 6481 (2019/11/20)
Catalyst efficacy of in situ generated Pd-nanoparticles (PdNPs) in the regioselective one-pot synthesis of 3,5-di & 3,4,5-trisubstituted pyrazoles and 3,5-disubstituted isoxazoles in environmentally benign PEG-400/H2O medium, which involves the sequential (i) Cu-free acyl-Sonogashira coupling (ASC) and (ii) intramolecular ynone-amine cyclization under PTC conditions was described. The results of controlled experiments support the operation of two sequential catalytic cycles (ASC/cyclization) and achievement of complementary/opposite regioselectivity via ynone-bound palladium in a one-pot approach. Moreover, the in situ PdNPs recovered after the first catalytic cycle of the one-pot reaction sequence have been reused again five times successively. Besides, prior to the above studies, the efficacy of some common Pd-N-heterocyclic carbene (Pd-NHC) complexes in catalyzing the same one-pot two-step reaction sequence (Cu-free ASC/cyclization) both in water and organic solvents was also optimized. In situ generation of PdNPs from above Pd-NHCs in water was also identified, but they are not reusable due to their large size distribution.
A direct access to isoxazoles from ynones using trimethylsilyl azide as amino surrogate under metal/catalyst free conditions
Kumar, Gadi Ranjith,Kumar, Yalla Kiran,Reddy, Maddi Sridhar
supporting information, p. 6589 - 6592 (2016/06/01)
A general method for isoxazoles from readily available ynones using trimethylsilyl azide as an amino surrogate, likely via an unprecedented hydroazidation of the alkyne and denitrogenative cyclization, is demonstrated. The method neither required any cata
BENZO-γ-PYRONES. PART VIII. REACTION OF CHALCONE DIBROMIDES AND β-DIKETONES WITH HYDROXYLAMINE
Maib, Piotr,Basinski, Wlodzimierz,Jerzmanowska, Zofia
, p. 949 - 956 (2007/10/02)
In the reaction of some chalcone dibromides and unsymmetrically substituted diaroylmethanes with hydroxylamine formation of mixture of isomeric isoxazoles was observed and the percentage content of each isomer was established.A new mechanism is proposed for the reaction of β-diketones with hydroxylamine, based on enolic form in accordance with expected substituents effect.
