70120-19-3Relevant academic research and scientific papers
Synthesis of 2-arylbenzofuran-3-carbaldehydes: via an organocatalytic [3+2] annulation/oxidative aromatization reaction
Zhang, Huiwen,Ma, Chunmei,Zheng, Ziwei,Sun, Rengwei,Yu, Xinhong,Zhao, Jianhong
, p. 4935 - 4938 (2018/05/23)
A novel organocatalytic [3+2] annulation/oxidative aromatization reaction of enals with 2-halophenols or β-naphthols is reported. This process enables chemo- and regioselective access to 2-arylbenzofuran-3-carbaldehydes without the use of transition metals or strong oxidants. Preliminary mechanistic studies reveal that an unprecedented, organocatalytic, direct α-arylation pathway is involved.
Expedient Access to 2-Benzazepines by Palladium-Catalyzed C?H Activation: Identification of a Unique Hsp90 Inhibitor Scaffold
Virelli, Matteo,Moroni, Elisabetta,Colombo, Giorgio,Fiengo, Lorenzo,Porta, Alessio,Ackermann, Lutz,Zanoni, Giuseppe
supporting information, p. 16516 - 16520 (2018/10/25)
Bioactive 2-benzazepines were accessed in an atom- and step-economical manner through a versatile palladium-catalyzed C?H activation strategy. The C?H arylation required low catalyst loading and a mild base, which was reflected by a broad scope and high functional-group tolerance. The benzotriazolodiazepinones were identified as new heat shock protein 90 (Hsp90) inhibiting lead compounds, with considerable potential for anti-cancer applications.
A scaffold merging approach to Hsp90 C-terminal inhibition: synthesis and evaluation of a chimeric library
Davis, Rachel E.,Zhang, Zheng,Blagg, Brian S. J.
, p. 593 - 598 (2017/03/31)
Inhibition of the Hsp90 C-terminus is an attractive therapeutic paradigm for the treatment of cancer, however the developmental space of C-terminal inhibitors is limited. It was hypothesized that the combination of two previously identified scaffolds into a single structure could provide a platform for which to probe the three-dimensional space within the Hsp90 C-terminal binding pocket. The resulting chimeric compounds displayed anti-proliferative activity at low micromolar concentrations and manifested inhibitory activity in an Hsp90-dependent rematuration assay. Initial structure-activity relationships suggest that this new scaffold binds Hsp90 in a conformation different from that of the parent compounds, and consequently, provides a new opportunity to develop more efficacious inhibitors of the Hsp90 C-terminal binding pocket.
Regioselective lithiation of resorcinol derivatives: Synthesis of mono O-MOM- and O-benzylresorcinols prenylated at C-2 or C-4 positions
Simas, Alessandro B. C.,Coelho, Antonio L.,Costa, Paulo R. R.
, p. 1017 - 1021 (2007/10/03)
Resorcinol derivatives 3-benzyloxy-1-methoxymethoxybenzene (3b) and 4- benzyloxy-1-bromo-2-methoxymethoxybenzene (3c) were regioselectively lithiated. The resulting aryllithium intermediates or their cuprate derivatives were reacted with allyl bromide (4a
