215776-67-3Relevant academic research and scientific papers
Transition Metal Free C-N Bond Forming Dearomatizations and Aryl C-H Aminations by in Situ Release of a Hydroxylamine-Based Aminating Agent
Farndon, Joshua J.,Ma, Xiaofeng,Bower, John F.
supporting information, p. 14005 - 14008 (2017/10/17)
We outline a simple protocol that accesses directly unprotected secondary amines by intramolecular C-N bond forming dearomatization or aryl C-H amination. The method is dependent on the generation of a potent electrophilic aminating agent released by in situ deprotection of O-Ts activated N-Boc hydroxylamines.
A Simple and Broadly Applicable C?N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents
Ma, Xiaofeng,Farndon, Joshua J.,Young, Tom A.,Fey, Natalie,Bower, John F.
supporting information, p. 14531 - 14535 (2017/10/18)
A C?N bond forming dearomatization protocol with broad scope is outlined. Specifically, bifunctional amino reagents are used for sequential nucleophilic and electrophilic C?N bond formations, with the latter effecting the key dearomatization step. Using t
Discovery and Structure-Activity Relationships of the Neoseptins: A New Class of Toll-like Receptor-4 (TLR4) Agonists
Morin, Matthew D.,Wang, Ying,Jones, Brian T.,Su, Lijing,Surakattula, Murali M. R. P.,Berger, Michael,Huang, Hua,Beutler, Elliot K.,Zhang, Hong,Beutler, Bruce,Boger, Dale L.
, p. 4812 - 4830 (2016/06/13)
Herein, we report studies leading to the discovery of the neoseptins and a comprehensive examination of the structure-activity relationships (SARs) of this new class of small-molecule mouse Toll-like receptor 4 (mTLR4) agonists. The compounds in this class, which emerged from screening an α-helix mimetic library, stimulate the immune response, act by a well-defined mechanism (mouse TLR4 agonist), are easy to produce and structurally manipulate, exhibit exquisite SARs, are nontoxic, and elicit improved and qualitatively different responses compared to lipopolysaccharide, even though they share the same receptor.
NEOSEPTINS: SMALL MOLECULE ADJUVANTS
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Page/Page column 130, (2014/09/03)
A MD-2:TLR4 complex agonist compound is disclosed whose structure corresponds to Formula (I), as defined within. Also disclosed are a method of its preparation and use, as well as a pharmaceutical composition containing the same.
NITRIC OXIDE DONOR NEPRILYSIN INHIBITORS
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, (2014/01/07)
In one aspect, the invention relates to compounds having the formula: where R1, R2, R3, R7, R8, Z, X, b, and c are as defined in the specification, or a pharmaceutically acceptable salt thereof. These compounds are nitric oxide donors and have neprilysin inhibition activity. In another aspect, the invention relates to pharmaceutical compositions comprising such compounds; methods of using such compounds; and processes and intermediates for preparing such compounds.
Non-Cp titanium alkoxide-based homolytic ring-opening of epoxides by an intramolecular hydrogen abstraction in β-titanoxy radical intermediates
Kawaji, Tsuyoshi,Shohji, Noriaki,Miyashita, Kenji,Okamoto, Sentaro
supporting information; scheme or table, p. 7857 - 7859 (2011/09/15)
A low-valent titanium species derived in situ from Ti(O-i-Pr)4, Me3SiCl and Mg powder in tetrahydrofuran reacted with epoxides to selectively provide less hindered alcohols via a homolytic ring-opening of epoxides, in which the intermediate β-titanoxy radical intramolecularly abstracted a hydrogen atom from an alkoxy moiety in the titanium complexes.
Tandem phenolic oxidative amidation-intramolecular diels-alder reaction: An approach to the himandrine core
Liang, Huan,Ciufolini, Marco A.
supporting information; experimental part, p. 1760 - 1763 (2010/10/21)
An oxidative cyclization of dienic sulfonamides mediated by iodobenzene diacetate in TFA, followed by a tandem intramolecular Diels-Alder reaction, achieves desymmetrization of a "locally symmetrical" dienone with good levels of diastereoselectivity and leads to valuable synthetic intermediates for the himandrine alkaloids.
Rationally improved chiral Bronsted acid for catalytic enantioselective allylboration of aldehydes with an expanded reagent scope
Rauniyar, Vivek,Hall, Dennis G.
supporting information; experimental part, p. 4236 - 4241 (2009/09/30)
(Chemical Equation Presented) One of the most useful reactions in organic synthesis, the stereocontrolled addition of allylic metal reagents to carbonyl compounds, provides access to enantiomerically enriched homoallylic alcohols related to the acetate, propionate, and other oxygen-containing functionalities present in a large number of biologically active natural products and pharmaceutical drugs. In the search for an ideal carbonyl allylation methodology, the catalytic enantioselective allylboration presents numerous advantages such as a high chemo-, diastereo-, and enantiocontrol with stable and nontoxic pinacol allylic boronates. This article reports a rationally improved diol·SnCl4 complex as chiral protic acid catalyst, which provides unprecedented levels of enantioselectivity in the catalytic allylation, methallylation, crotylation, and 2-bromoallylation of aliphatic aldehydes. The new diol, p-F-Vivol (4b), enables a more active diol·SnCl4 catalyst that can compete more effectively with the background uncatalyzed allylboration. The usefulness of this optimized catalytic allylboration methodology was demonstrated with an efficient synthesis of the naturally occurring pyranone (+)-dodoneine and to the preparation of biologically important exomethylene-γ-lactones.
NO-donor phenols: A new class of products endowed with antioxidant and vasodilator properties
Boschi, Donatella,Tron, Gian Cesare,Lazzarato, Loretta,Chegaev, Konstantin,Cena, Clara,Di Stilo, Antonella,Giorgis, Marta,Bertinaria, Massimo,Fruttero, Roberta,Gasco, Alberto
, p. 2886 - 2897 (2007/10/03)
The synthesis and study of the antioxidant and vasodilator properties of a new class of phenols able to release nitric oxide are described. The products were designed through a symbiotic approach using selected phenols and selected nitrooxy and furoxan NO
Development of a new class of potential antiatherosclerosis agents: NO-donor antioxidants
Cena, Clara,Boschi, Donatella,Tron, Gian Cesare,Chegaev, Kostantin,Lazzarato, Loretta,Stilo, Antonella Di,Aragno, Manuela,Fruttero, Roberta,Gasco, Alberto
, p. 5971 - 5974 (2007/10/03)
A new class of NO-donor phenol derivatives is described. The products were obtained by joining appropriate phenols with either nitrooxy or 3-phenylsulfonylfuroxan-4-yloxy moieties. All the compounds proved to inhibit the ferrous salt/ascorbate induced lip
