Negishi Coupling of Secondary Alkylzinc Halides with Aryl Bromides and Chlorides by Han, Chong, Buchwald, Stephen Leffler

“…An efficient palladium-catalyzed process has been developed for Negishi coupling of secondary alkylzinc halides with a wide range of aryl bromides and activated aryl chlorides. …”
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Mild Palladium-Catalyzed Cyanation of (Hetero)aryl Halides and Triflates in Aqueous Media by Cohen, Daniel Tzvi, Buchwald, Stephen Leffler

“…A mild, efficient, and low-temperature palladium-catalyzed cyanation of (hetero)aryl halides and triflates is reported. Previous palladium-catalyzed cyanations of (hetero)aryl halides have required higher temperatures to achieve good catalytic activity. …”
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Palladium-Catalyzed Hydroxylation of Aryl and Heteroaryl Halides Enabled by the Use of a Palladacycle Precatalyst by Cheung, Chi Wai, Buchwald, Stephen Leffler

“…A method for the hydroxylation of aryl and heteroaryl halides, promoted by a catalyst based on a biarylphosphine ligand tBuBrettPhos (L5) and its corresponding palladium precatalyst (1), is described. …”
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Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides by Yang, Yang, Niedermann, Katrin, Han, Chong, Buchwald, Stephen Leffler

“…The highly selective palladium-catalyzed Negishi coupling of secondary alkylzinc reagents with heteroaryl halides is described. The development of a series of biarylphosphine ligands has led to the identification of an improved catalyst for the coupling of electron-deficient heterocyclic substrates. …”
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Ligand-Controlled Palladium-Catalyzed Regiodivergent Suzuki–Miyaura Cross-Coupling of Allylboronates and Aryl Halides by Yang, Yang, Buchwald, Stephen Leffler

“…An orthogonal set of catalyst systems has been developed for the Suzuki–Miyaura coupling of 3,3-disubstituted and 3-monosubstituted allylboronates with (hetero)aryl halides. These methods allow for the highly selective preparation of either the α- or the γ-isomeric coupling product.…”
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Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles by Yang, Yang, Mustard, Thomas J. L., Cheong, Paul Ha-Yeon, Buchwald, Stephen Leffler

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A dual palladium and copper hydride catalyzed approach for alkyl-aryl cross-coupling of aryl halides and olefins by Friis, Stig During, Pirnot, Michael T, Dupuis, Lauren N., Buchwald, Stephen Leffler

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Palladium-catalyzed coupling of functionalized primary and secondary amines with aryl and heteroaryl halides: two ligands suffice in most cases by Maiti, Debabrata, Fors, Brett P., Henderson, Jaclyn L., Nakamura, Yoshinori, Buchwald, Stephen Leffler

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Computational Explorations of Mechanisms and Ligand-Directed Selectivities of Copper-Catalyzed Ullmann-Type Reactions by Buchwald, Stephen Leffler, Jones, Gavin O., Houk, K. N., Liu, Peng

“…Density functional theory calculations using several functionals were performed on both the nucleophile formation and aryl halide activation steps of these reactions. The origin of ligand-directed selectivities in N- versus O-arylation reactions as described in a previous publication (J. …”
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Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach by Wang, Yiming, Bruno, Nicholas Charles, Placeres, Angel L, Zhu, Shaolin, Buchwald, Stephen Leffler

“…The enantioselective, intramolecular hydroalkylation of halide-tethered styrenes has been achieved through a copper hydride-catalyzed process. …”
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Palladium-Catalyzed Amination of Unprotected Halo-7- azaindoles by Henderson, Jaclyn L., McDermott, Sarah M., Buchwald, Stephen Leffler

“…Previously, no general method was available to ensure the highly selective reaction of the heteroaryl halide in the presence of the unprotected azaindole N-H. …”
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Mechanistic Studies on the Copper-Catalyzed N-Arylation of Amides by Strieter, Eric R., Bhayana, Brijesh, Buchwald, Stephen Leffler

“…The consistency between the catalytic and stoichiometric results suggests that the activation of aryl halides occurs through a 1,2-diamine-ligated copper(I) amidate complex. …”
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Design and preparation of new palladium precatalysts for C–C and C–N cross-coupling reactions by Bruno, Nicholas C., Tudge, Matthew T., Buchwald, Stephen Leffler

“…The role of the precatalyst-associated labile halide (or pseudohalide) in the formation and stability of the palladacycle has been examined. …”
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Organometallic palladium reagents for cysteine bioconjugation by Vinogradova, Ekaterina V., Zhang, Chi, Spokoyny, Alexander M., Pentelute, Bradley L., Buchwald, Stephen Leffler

“…The straightforward synthesis of the palladium reagents from diverse and easily accessible aryl halide and trifluoromethanesulfonate precursors makes the method highly practical, providing access to a large structural space for protein modification. …”
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A Single Phosphine Ligand Allows Palladium-Catalyzed Intermolecular C-O Bond Formation with Secondary and Primary Alcohols by Wu, Xiaoxing, Fors, Brett P., Buchwald, Stephen Leffler

“…Forging a bond: An efficient, general palladium catalyst for C-O bond-forming reactions of secondary and primary alcohols with a range of aryl halides has been developed using the ligand 1. Heteroaryl halides, and for the first time, electron-rich aryl halides can be coupled with secondary alcohols. …”
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Mild and General Palladium-Catalyzed Synthesis of Methyl Aryl Ethers Enabled by the Use of a Palladacycle Precatalyst by Cheung, Chi Wai, Buchwald, Stephen Leffler

“…A general method for the Pd-catalyzed coupling of methanol with (hetero)aryl halides is described. The reactions proceed under mild conditions with a wide range of aryl and heteroaryl halides to give methyl aryl ethers in high yield.…”
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Palladium-Catalyzed Conversion of Aryl and Vinyl Triflates to Bromides and Chlorides by Shen, Xiaoqiang, Hyde, Alan M., Buchwald, Stephen Leffler

“…A variety of aryl, heteroaryl, and vinyl halides can be prepared via this method in good to excellent yields.…”
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Palladium-Catalyzed Conversion of Aryl and Vinyl Triflates to Bromides and Chlorides by Pan, Jun, Wang, Xinyan, Zhang, Yong, Buchwald, Stephen Leffler

“…A facile Pd-catalyzed conversion of aryl and vinyl triflates to aryl and vinyl halides (bromides and chlorides) is described. This method allows convenient access to a variety of aryl, heteroaryl, and vinyl halides in good to excellent yields and with greatly simplified conditions relative to our previous report.…”
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Palladium-Catalyzed C–O Cross-Coupling of Primary Alcohols by Zhang, Hong, Ruiz-Castillo, Paula, Buchwald, Stephen Leffler

“…For activated substrates, such as electron-deficient aryl halides, the commercially available ligand L2 promotes efficient coupling for a variety of alcohol nucleophiles. …”
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Development of Deactivation-Resistant Catalysts for Pd-Catalyzed C–N Cross-Coupling Reactions by Reichert, Elaine C.

“…Chapter 3: Pd-Catalyzed Amination of Base-Sensitive Five-Membered Heteroaryl Halides with Aliphatic Amines A versatile and functional-group-tolerant method was developed for the Pd-catalyzed C–N cross-coupling of five-membered heteroaryl halides with primary and secondary amines, an important but underexplored transformation. …”
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