Nickel(II)-catalyzed synthesis of sulfinates from aryl and heteroaryl boronic acids and the sulfur dioxide surrogate DABSO by Willis, M, Lo, P, Chen, Y

Carbon-carbon bond construction using boronic acids and aryl methyl sulfides: orthogonal reactivity in Suzuki-type couplings by Hooper, J, Young, R, Pernik, I, Weller, A, Willis, M

“…The Rh(i)-catalysed coupling of aryl and alkenyl boronic acids with simple aryl and alkenyl methyl sulfides is reported. …”

Sequential catalysis: Exploiting a single rhodium(I) catalyst to promote an alkyne hydroacylation–aryl boronic acid conjugate addition sequence by Fernández, M, Castaing, M, Willis, M

“…We demonstrate that a single Rh(I) complex can promote two mechanistically distinct C-C bond-forming reactions – alkyne hydroacylation and aryl boronic acid conjugate addition – to deliver substituted ketone products from the controlled assembly of three readily available fragments. …”

Enantioselective three-component assembly of β’-aryl-enones using a rhodium-catalyzed alkyne hydroacylation/aryl boronic acid conjugate addition sequence by Gao, M, Willis, M

“…The sequence corresponds to the formal regio- and enantioselective mono-conjugate addition of aryl boronic acids to dienones.…”

Ketone synthesis via rhodium-catalyzed traceless chelation-controlled hydroacylation reactions by Gao, M

“…</p> <p><strong>Chapter 2</strong> describes a sequential reaction involving alkene hydroacylation, sulfide elimination and boronic acid conjugate addition, which affords products with the initial sulfide coordinating group replaced by a stereochemically defined aryl group.…”

Traceless rhodium-catalyzed hydroacylation using alkyl aldehydes: the enantioselective synthesis of β-aryl ketones by Willis, M, Bouisseau, A, Gao, M

“…A one-pot three-step sequence involving Rh-catalyzed alkene hydroacylation, sulfide elimination and Rh-catalyzed aryl boronic acid conjugate addition, delivers products of traceless chelation-controlled hydroacylation employing alkyl aldehydes. …”

Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles by Niu, J, Willis, M

“…Substrates based on N-, O- and S-heterocycles are included, as are a range of alkenes, alkynes and boronic acid derivatives.…”

Synthesis of sulfur-containing organic compounds: sulfones, sulfonamides and benzoisothiazoles by Chen, Y

“…A wide range of aryl and alkenyl boronic acids are coupled with aryl and alkenyl iodides to give the corresponding sulfones. …”

Direct copper-catalyzed three-component synthesis of sulfonamides by Chen, Y, Murray, P, Davies, A, Willis, M

“…The reaction tolerates broad variation in both coupling partners, including aryl, heteroaryl and alkenyl boronic acids, as well as cyclic and acyclic alkyl secondary amines, and primary anilines. …”

Tandem intermolecular Suzuki coupling/intramolecular vinyl triflate-arene coupling by Willis, M, Claverie, C, Mahon, M

“…Treatment of a benzyl substituted meso-ditriflate with boronic acids in the presence of palladium acetate, triphenylphosphine and caesium fluoride results in intermolecular Suzuki coupling followed by vinyl triflate-arene cyclisation to provide, in high yields, single regioisomers of tricyclic-carbocycles.…”

Tandem intermolecular Suzuki coupling/intramolecular vinyl triflate-arene coupling. by Willis, M, Claverie, C, Mahon, M

“…Treatment of a benzyl substituted meso-ditriflate with boronic acids in the presence of palladium acetate, triphenylphosphine and caesium fluoride results in intermolecular Suzuki coupling followed by vinyl triflate-arene cyclisation to provide, in high yields, single regioisomers of tricyclic-carbocycles.…”

New methods to synthesise sulfur-containing compounds by Lo, PKT

“…</p> <p>Chapter 2 describes the development of a new nickel-catalysed sulfination of (hetero)aryl boronic acids, using DABSO to synthesise aryl sulfinates in situ. …”

Chelating monoborane phosphines: Rational and high-yield synthesis of [(COD)Rh{(eta(2)-BH(3))Ph(2)PCH(2)PPh(2)}][PF(6)] (COD=1,5-cyclooctadiene) by Ingleson, M, Patmore, N, Ruggiero, G, Frost, C, Mahon, M, Willis, M, Weller, A

“…Complex 1 is isolated as an air-stable crystalline salt, and its applicability as a catalyst in organic synthesis has been demonstrated in the coupling of boronic acids with enones.…”

Copper(I)-catalyzed sulfonylative Suzuki-Miyaura cross-coupling by Willis, M, Chen, Y

“…The process provides a single step route to diaryl sulfones from the direct combination of aryl boronic acids, sulfur dioxide and aryl iodides, and represents the first sulfonylative variant of a classic cross-coupling reaction. …”

Rhodium-catalysed carbon-carbon bond formation and carbon-sulfur bond functionalisation by Bouisseau, A

“…</p> <p><b>Chapter 4</b> documents the efforts towards the development of a rhodium-catalysed cross-coupling reaction with alkenyl sulfides and boronic acids via C-S bond activation. This study explores both a tether-free and a traceless tether approach.…”

Applications of rhodium-catalysed hydroacylation in heterocycle synthesis by Majhail, M

“…The pyrroles are exploited in further modifications to access fully substituted heteroaromatic systems or in a three-component coupling of aldehydes, propargylic amines and boronic acids or alkynes to access 'traceless' pyrrole rings. …”

Use and applications of sulfur dioxide surrogates in the synthesis of sulfonyl derivatives by Vedovato, V

“…The sulfinate intermediates are synthesised from boronic acids and DABSO, under the action of a palladium catalyst. …”

Applications of DABSO for the delivery of sulfur dioxide in organic synthesis by Deeming, A

“…</p> <p><b>Chapter 4</b> documents the development of a palladium-catalysed sulfination reaction of boronic acids to access a range of sulfonyl-containing compounds. …”

Development and applications of rhodium-catalysed reactions to explore the synthesis of heterocycles by Niu, J

“…These methods utilise a variety of novel <em>S</em>- and <em>N</em>-chelating alkenyl aldehyde substrates, and exploit a Rh(I)-catalytic system for the coupling of these aldehydes with alkynes, alkenes and boronic acids.</p> <p>Chapter 1 presents a literature review surveying the development of both intramolecular and intermolecular rhodium-catalysed hydroacylation, paying particular attention to the use of chelating substrates to promote hydroacylation and suppress the decarbonylation process. …”