Gerald B. Hammond
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View article: Preparation and Reactivity Study of a Versatile Trifluoromethylthiolating Agent: <i>S</i>‐Trifluoromethyl Trifluoromethanesulfonothioate (TTST)
Preparation and Reactivity Study of a Versatile Trifluoromethylthiolating Agent: <i>S</i>‐Trifluoromethyl Trifluoromethanesulfonothioate (TTST) Open
A novel, air and thermally stable, yet highly reactive trifluoromethylthiolating reagent, CF 3 SO 2 SCF 3 ( 1 ), was prepared easily in one step from commercially inexpensive CF 3 SO 2 Na and Tf 2 O. 1 is a highly versatile and atom‐effici…
View article: Compounds, compositions, pharmaceutical compositions, and methods of use
Compounds, compositions, pharmaceutical compositions, and methods of use Open
Certain embodiments of the invention include compositions comprising a compound of Formula (I), and salts, isomers, and derivatives thereof. Pharmaceutical compositions of some embodiments of the present invention comprise a compound of Fo…
View article: Self‐Sustaining Fluorination of Active Methylene Compounds and High‐Yielding Fluorination of Highly Basic Aryl and Alkenyl Lithium Species with a Sterically Hindered <i>N</i>‐Fluorosulfonamide Reagent
Self‐Sustaining Fluorination of Active Methylene Compounds and High‐Yielding Fluorination of Highly Basic Aryl and Alkenyl Lithium Species with a Sterically Hindered <i>N</i>‐Fluorosulfonamide Reagent Open
Fluorination of carbanions is pivotal for the synthesis of fluorinated compounds, but the current N ‐F fluorinating agents have significant drawbacks due to many reactive locations that surround the reactive N−F site. By developing a steri…
View article: Self‐Sustaining Fluorination of Active Methylene Compounds and High‐Yielding Fluorination of Highly Basic Aryl and Alkenyl Lithium Species with a Sterically Hindered <i>N</i>‐Fluorosulfonamide Reagent
Self‐Sustaining Fluorination of Active Methylene Compounds and High‐Yielding Fluorination of Highly Basic Aryl and Alkenyl Lithium Species with a Sterically Hindered <i>N</i>‐Fluorosulfonamide Reagent Open
Fluorination of carbanions is pivotal for the synthesis of fluorinated compounds, but the current N ‐F fluorinating agents have significant drawbacks due to many reactive locations that surround the reactive N−F site. By developing a steri…
View article: Gold (I/III)‐Catalyzed Trifluoromethylthiolation and Trifluoromethylselenolation of Organohalides
Gold (I/III)‐Catalyzed Trifluoromethylthiolation and Trifluoromethylselenolation of Organohalides Open
The first C−SCF 3 /SeCF 3 cross‐coupling reactions using gold redox catalysis [(MeDalphos)AuCl], AgSCF 3 or Me 4 NSeCF 3 , and organohalides as substrates are reported. The new methodology enables a one‐stop shop synthesis of aryl/alkenyl/…
View article: Development of <i>N</i>-F fluorinating agents and their fluorinations: Historical perspective
Development of <i>N</i>-F fluorinating agents and their fluorinations: Historical perspective Open
This review deals with the historical development of all N -F fluorinating agents developed so far. The unique properties of fluorine make fluorinated organic compounds attractive in many research areas and therefore fluorinating agents ar…
View article: Trifluoromethyl Nonaflate: A Practical Trifluoromethoxylating Reagent and its Application to the Regio‐ and Stereoselective Synthesis of Trifluoromethoxylated Alkenes
Trifluoromethyl Nonaflate: A Practical Trifluoromethoxylating Reagent and its Application to the Regio‐ and Stereoselective Synthesis of Trifluoromethoxylated Alkenes Open
The trifluoromethoxy group has elicited much interest among drug and agrochemical discovery teams because of its unique properties. We developed trifluoromethyl nonafluorobutanesulfonate (nonaflate), TFNf, an easy‐to‐handle, bench‐stable, …
View article: CCDC 2027273: Experimental Crystal Structure Determination
CCDC 2027273: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Cobalt-Catalyzed C–H Activation/Annulation of Benzamides with Fluorine-Containing Alkynes: A Route to 3- and 4-Fluoroalkylated Isoquinolinones
Cobalt-Catalyzed C–H Activation/Annulation of Benzamides with Fluorine-Containing Alkynes: A Route to 3- and 4-Fluoroalkylated Isoquinolinones Open
The C-H activation/annulation reaction of various benzamides with fluoroalkylated alkynes in the presence of a Co(acac)2·2H2O catalyst proceeded very smoothly to give the corresponding 3- and 4-fluoroalkylated isoquinolinones in excellent …
View article: Practical Synthesis of <i>α</i>‐Trifluoromethylated Pyridines Based on Regioselective Cobalt‐Catalyzed [2+2+2] Cycloaddition using Trifluoromethylated Diynes with Nitriles
Practical Synthesis of <i>α</i>‐Trifluoromethylated Pyridines Based on Regioselective Cobalt‐Catalyzed [2+2+2] Cycloaddition using Trifluoromethylated Diynes with Nitriles Open
Regioselective cobalt‐catalyzed [2+2+2] cycloaddition using fluorine‐containing diynes with nitriles was described. Cycloaddition of fluorinated diynes with nitriles under the influence of CoCl 2 (phen), zinc bromide, and zinc dust in dich…
View article: Transition-State Expansion: A Quantitative Model for Counterion Effects in Ionic Reactions
Transition-State Expansion: A Quantitative Model for Counterion Effects in Ionic Reactions Open
Ionic reactions are the most common reactions used in chemical synthesis. In relatively low dielectric constant solvents (e.g., dichloromethane, toluene), ions usually exist as ion pairs. Despite the importance of counterions, a quantitati…
View article: CCDC 1948339: Experimental Crystal Structure Determination
CCDC 1948339: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 1948338: Experimental Crystal Structure Determination
CCDC 1948338: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 1912792: Experimental Crystal Structure Determination
CCDC 1912792: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 1966560: Experimental Crystal Structure Determination
CCDC 1966560: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 1912791: Experimental Crystal Structure Determination
CCDC 1912791: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 1966561: Experimental Crystal Structure Determination
CCDC 1966561: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 1966562: Experimental Crystal Structure Determination
CCDC 1966562: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 1912785: Experimental Crystal Structure Determination
CCDC 1912785: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Base-Promoted Radical Azofluoromethylation of Unactivated Alkenes
Base-Promoted Radical Azofluoromethylation of Unactivated Alkenes Open
The base-induced reaction of aryl diazonium salts with commercially available CF3SO2Na/CF2HSO2Na allows for the generation of the corresponding diazene radicals along with fluoromethyl radicals. The addition of fluoromethyl radicals to alk…
View article: HCl·DMPU-assisted one-pot and metal-free conversion of aldehydes to nitriles
HCl·DMPU-assisted one-pot and metal-free conversion of aldehydes to nitriles Open
We have reported an efficient and benign approach of HCl·DMPU mediated nitrile synthesis from readily available starting materials. The procedure is operationally simple, has a broad substrate scope and the products are obtained in very go…
View article: Probing the Subcellular Distribution of Phosphatidylinositol Reveals a Surprising Lack at the Plasma Membrane
Probing the Subcellular Distribution of Phosphatidylinositol Reveals a Surprising Lack at the Plasma Membrane Open
The polyphosphoinositides (PPIn) are central regulatory lipids that direct membrane function in eukaryotic cells. Understanding how their synthesis is regulated is crucial to revealing these lipids’ role in health and disease. PPIn are der…
View article: Synthesis of Alkyl Halides from Aldehydes via Deformylative Halogenation
Synthesis of Alkyl Halides from Aldehydes via Deformylative Halogenation Open
An unprecedented deformylative halogenation of aldehydes to alkyl halides is presented. Under oxidative conditions, 1,4-dihydropyridine (DHP), derived from an aldehyde, generated a C(sp3)- radical that coupled with a halogen radical that w…
View article: CCDC 1861891: Experimental Crystal Structure Determination
CCDC 1861891: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …