Outputs (23)

Bismuth-Mediated α-Arylation of Acidic Diketones with ortho-Substituted Boronic Acids (2022)
Journal Article

The α-arylation of cyclic and fluoroalkyl 1,3-diketones is made challenging by the highly stabilized nature of the corresponding enolates, and is especially difficult for sterically demanding aryl partners. As a general solution to this problem, we r... Read More about Bismuth-Mediated α-Arylation of Acidic Diketones with ortho-Substituted Boronic Acids.

Generation of Thiyl Radicals from Air-Stable, Odorless Thiophenol Surrogates: Application to Visible-Light-Promoted C–S Cross-Coupling (2022)
Journal Article

The synthetic versatility of thiophenols is offset by their air-sensitivity and foul odor. It is demonstrated that S-aryl isothiouronium salts can be used as precursors to thiyl radicals, extending the practical benefits of these air-stable, odorless... Read More about Generation of Thiyl Radicals from Air-Stable, Odorless Thiophenol Surrogates: Application to Visible-Light-Promoted C–S Cross-Coupling.

Phosphine-Catalyzed Aryne Oligomerization: Direct Access to α,ω-Bisfunctionalized Oligo(ortho-arylenes) (2021)
Journal Article

A phosphine-catalyzed oligomerization of arynes using selenocyanates was developed. The use of JohnPhos as a bulky phosphine is the key to accessing α,ω-bisfunctionalized oligo(ortho-arylenes) with RSe as the substituent at one terminus and CN as the... Read More about Phosphine-Catalyzed Aryne Oligomerization: Direct Access to α,ω-Bisfunctionalized Oligo(ortho-arylenes).

Synthesis of tert-Alkyl Phosphines: Preparation of Di-(1-adamantyl)phosphonium Trifluoromethanesulfonate and Tri-(1-adamantyl)phosphine (2021)
Journal Article

Bismuth(V)-Mediated C–H Arylation of Phenols and Naphthols (2020)
Journal Article

We recently reported a general and practical strategy for the Bi(V)-mediated C–H arylation of phenols and naphthols. Our telescoped protocol proceeds via transmetallation from readily available arylboronic acids to a stable Bi(III) precursor, oxidati... Read More about Bismuth(V)-Mediated C–H Arylation of Phenols and Naphthols.

Kinetic Analysis of Domino Catalysis: A Case Study on Gold-Catalyzed Arylation (2020)
Journal Article

Domino catalysis is a well-explored route to increasing the efficiency of multistep reactions. However, the kinetic features required for efficient turnover of a process where "multiple transformations are effected by a single catalytic mechanism"hav... Read More about Kinetic Analysis of Domino Catalysis: A Case Study on Gold-Catalyzed Arylation.

Organobismuth Redox Manifolds: Versatile Tools for Synthesis (2020)
Journal Article

Bismuth’s ability to manoeuvre between oxidation states supports several distinct reaction manifolds. Recent advances in the design, synthesis and application of organobismuth reagents and catalysts illustrate the potential of these redox manifolds a... Read More about Organobismuth Redox Manifolds: Versatile Tools for Synthesis.

Expanding Ligand Space: Preparation, Characterization, and Synthetic Applications of Air-Stable, Odorless Di-tert-alkylphosphine Surrogates (2020)
Journal Article

The di-tert-alkylphosphino motif is common to many best-in-class ligands for late-transition-metal catalysis. However, the structural diversity of these privileged substructures is currently limited by the need to manipulate highly toxic, highly reac... Read More about Expanding Ligand Space: Preparation, Characterization, and Synthetic Applications of Air-Stable, Odorless Di-tert-alkylphosphine Surrogates.

Modular bismacycles for the selective C–H arylation of phenols and naphthols (2020)
Journal Article

Given the important role played by 2-hydroxybiaryls in organic, medicinal and materials chemistry, concise methods for the synthesis of this common motif are extremely valuable. In seeking to extend the synthetic chemists’ lexicon in this regard,... Read More about Modular bismacycles for the selective C–H arylation of phenols and naphthols.

Synthesis of air‐stable, odorless thiophenol surrogates via Ni‐Catalyzed C−S cross‐coupling (2019)
Journal Article

Thiophenols are versatile synthetic intermediates whose practical appeal is marred by their air sensitivity, toxicity and extreme malodor. Herein we report an efficient catalytic method for the preparation of S-aryl isothiouronium salts, and demonstr... Read More about Synthesis of air‐stable, odorless thiophenol surrogates via Ni‐Catalyzed C−S cross‐coupling.