Cressoun Seechurn

Cressoun Seechurn
National Health Service | NHS · Cardiothoracic Surgery Services

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14
Publications
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Publications

Publications (14)
Chapter
Organometallic chemistry is a vast and ever‐expanding field, where a wide variety of applications have been emerging in the area of organic synthesis. The introduction chapter serves as the background for the chapters of this book by outlining the characteristic reactivities of organometallic complexes such as oxidative addition, reductive eliminat...
Article
We have elaborated a two-step catalytic approach to nafoxidine, a key precursor to lasofoxifene. Firstly, an efficient α-arylation of 6-methoxy-3,4-dihydronaphthalen-1(2H)-one with chlorobenzene was developed, which operates at low 0.1 mol% Pd-132 catalyst loading in the presence of 1.9 equivalents of sodium tert-butoxide at 60 °C in 1,4-dioxane an...
Article
The reduction of Pd(II) intermediates to Pd(0) is a key elementary step in a vast number of Pd-catalyzed processes, ranging from cross-coupling, C-H activation to Wacker chemistry. For one of the most powerful new generation phosphine ligands, PtBu3, oxidation state Pd(I), and not Pd(0), is generated upon reduction from Pd(II). The mechanism of the...
Article
The development of palladium-catalyzed α-arylation of carbonyl compounds has emerged as a new avenue in the design of new routes for the synthesis of natural products and active pharmaceutical ingredients (APIs). In many cases, syntheses based on α-arylation strategies provide elegant routes in terms of increasing the overall yields, improving the...
Article
The cover picture shows the scope of the α-arylation reaction of carbonyl compounds, such as ketones, aldehydes, esters and amides in the total syntheses of natural products and active pharmaceutical ingredients (API). This is exciting, because α-arylation reactions have emerged recently as one of the new trends in cross-coupling reactions, in whic...
Article
The preformed catalyst [Ir(Cl)(COD)(1,10-phenanthroline)] (2; COD = cyclooctadiene) was found to be highly effective in a model reaction for the borylation of N-Boc-indole at the 3-position with B2pin2 (pin = pinacolato) as the borylating agent to give consistently 99% yield with 0.5 mol % catalyst loading. The corresponding in situ formed catalyst...
Article
Full-text available
In 2010, Richard Heck, Ei-ichi Negishi, and Akira Suzuki joined the prestigious circle of Nobel Laureate chemists for their roles in discovering and developing highly practical methodologies for C-C bond construction. From their original contributions in the early 1970s the landscape of the strategies and methods of organic synthesis irreversibly c...
Article
Im Jahr 2010 wurden Richard Heck, Ei‐ichi Negishi und Akira Suzuki in den illustren Kreis der Chemie‐Nobelpreisträger aufgenommen. Begründet wurde diese Auszeichnung mit ihrer Rolle bei der Entdeckung und Entwicklung von praktischen Methoden zur C‐C‐Bindungsbildung. Ausgelöst durch ihre Beiträge über höchst nützliche palladiumkatalysierte Kreuzkupp...
Article
Strategies for the development of Pd catalysts based on utilization of L2Pd and LPd species, beyond the contributions of the 2010 Nobel Laureates Richard Heck, Ei-ichi Negishi, and Akira Suzuki, along with their contemporaries, are reviewed. These well-defined, preformed Pd catalysts improve the selectivity and activity of selected cross-coupling r...
Article
A series of Pd(R-allyl)LCl complexes [R = H, 1-Me, 1-Ph, 1-gem-Me(2), 2-Me; L = Q-Phos, P(t-Bu)(3), P(t-Bu)(2)(p-NMe(2)C(6)H(4)), P(t-Bu)(2)Np] have been synthesized and evaluated in the Buchwald-Hartwig aminations in detail, in addition to the preliminary studies on Suzuki coupling and α-arylation reactions. Pd(crotyl)Q-PhosCl (9) was found to be...
Article
The air-stable complex Pd(η(3)-allyl)(DTBNpP)Cl (DTBNpP = di(tert-butyl)neopentylphosphine) serves as a highly efficient precatalyst for the arylation of amines and enolates using aryl bromides and chlorides under mild conditions with yields ranging from 74% to 98%. Amination reactions of aryl bromides were carried out using 1-2 mol % Pd(η(3)-allyl...