16313-66-9Relevant articles and documents
Palladium-catalysed regioselective: N -arylation of anthranilamides: A tandem route for dibenzodiazepinone synthesis
Laha, Joydev K.,Manral, Neelam,Hunjan, Mandeep Kaur
, p. 7339 - 7343 (2019)
A palladium-catalyzed domino approach to the synthesis of 10,11-dihydro-5H-dibenzo[b,e][1,4]diazepinones from 2-aminobenzamides and 1,2-dihaloarenes has been developed. Our strategy integrating double N-arylations (inter- and intra-molecular) of 2-aminobenzamides with 1,2-dihaloarenes under palladium-catalyzed conditions is clearly distinct from the current literature available for the synthesis of dibenzodiazepinones. Unlike a previous report described for regioselective N-arylation of 2-aminobenzamide at the amine group, our mechanistic studies support the regioselective N-arylation of 2-aminobenzamide occurring first primarily at the amide group. The translational application of our protocol may be demonstrated in the synthesis of a marketed drug, clozapine.
Synthesis, photophysical properties and DFT study of novel polycarbo-substituted quinazolines derived from the 2-aryl-6-bromo-4-chloro-8-iodoquinazolines
Paumo, Hugues K.,Mphahlele, Malose J.,Rhyman, Lydia,Ramasami, Ponnadurai
, p. 123 - 133 (2016)
A series of novel 2-aryl-6-bromo-4-chloro-8-iodoquinazolines were prepared and subjected to sequential two-step (Sonogashira and subsequent one-pot bis-Suzuki) and one-pot three-step Sonogashira cross-coupling reactions to afford unsymmetrical polycarbo-substituted quinazolines. Selectivity in the cross-coupling for these multihalogenated quinazolines was found to depend on both the intrinsic reactivity of the Csp2-halogen bond, which relates to the bond dissociation energy or bond strength and the electronic position of the halogen atom on the electron deficient scaffold (trend: Csp2-I>C(4)-Cl>Csp2-Br). The electronic absorption and emission properties of the prepared polycarbo-substituted quinazolines were evaluated in solution by means of UV-vis and emission spectroscopy in conjunction with density functional theory (DFT) method.
Substrate Profiling of the Cobalt Nitrile Hydratase from Rhodococcus rhodochrous ATCC BAA 870
Mashweu, Adelaide R.,Chhiba‐Govindjee, Varsha P.,Bode, Moira L.,Brady, Dean
, (2020/01/13)
The aromatic substrate profile of the cobalt nitrile hydratase from Rhodococcus rhodochrous ATCC BAA 870 was evaluated against a wide range of nitrile containing compounds (>60). To determine the substrate limits of this enzyme, compounds ranging in size from small (90 Da) to large (325 Da) were evaluated. Larger compounds included those with a biaryl axis, prepared by the Suzuki coupling reaction, Morita–Baylis–Hillman adducts, heteroatomlinked diarylpyridines prepared by Buchwald–Hartwig crosscoupling reactions and imidazo[1,2a]pyridines prepared by the Groebke–Blackburn–Bienaymé multicomponent reaction. The enzyme active site was moderately accommodating, accepting almost all of the small aromatic nitriles, the diarylpyridines and most of the biaryl compounds and Morita–Baylis–Hillman products but not the Groebke–Blackburn–Bienaymé products. Nitrile conversion was influenced by steric hindrance around the cyano group, the presence of electron donating groups (e.g., methoxy) on the aromatic ring, and the overall size of the compound.
Quinazolinone Compound and Application Thereof
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Paragraph 0101-0103, (2020/11/27)
The present invention relates to a series of quinazolinone compounds and applications thereof as PI3Kα inhibitors. In particular, the present invention relates to a compound shown in formula (I) and a tautomer or pharmaceutically acceptable salt thereof.
