TCI Chemistry News
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September 2023
TCI offers an extensive catalog of over 30,000 high quality organic reagents suitable for benchtop-to-bulk chemistry. This issue covers our chemistry topics as follows:
- New Reagents for Fluorination: Umemoto Reagent IV and NFBB
- Reagent for the Synthesis of gem-Disubstituted Cyclopropanes
- Oxidation Reaction Using Triphenylantimony as a Catalyst
- Buchwald-Hartwig Amination Using Pd2(dba)3 and tBu3P·HBF4
- Printed Magazine: TCIMAIL 193
New Reagents for Fluorination: Umemoto Reagent IV and NFBB
TCI offers an electrophilic trifluoromethylating agent, Umemoto Reagent IV [T4082] and an electrophilic fluorinating agent, NFBB [F1345], developed by Umemoto et al. Umemoto Reagent IV exhibits higher reactivity than conventional trifluoromethylating agents such as Umemoto Reagent I and II due to the electronic effects of two trifluoromethoxy groups. In addition, Umemoto Reagent IV is a stable solid, easy to handle in the atmosphere and has low hygroscopicity. NFBB is sterically protected by a bulky tert-butyl group and designed to suppress degradation by strong bases such as organolithium species. The sulfonimide anion generated in the reaction system acts as a deprotonating agent so that the amount of base required to fluorinate active methylene compounds can be reduced to a catalytic amount.
Reagent for the Synthesis of gem-Disubstituted Cyclopropanes
Cyclopropane-1,1-diboronic acid bis(pinacol) ester [C3706] can be utilized in the Suzuki-Miyaura coupling with aryl bromides to synthesize tertiary arylcyclopropylboronic esters. When aryl moiety is a phenyl group, the tertiary arylcyclopropylboronic esters can be converted to arylcyclopropyltrifluoroborate salts with potassium hydrogenfluoride, and then converted to gem-disubstituted cyclopropanes by the subsequent Suzuki-Miyaura coupling.
TCI Practical Example: Oxidation Reaction Using Triphenylantimony as a Catalyst
We are proud to present the air oxidation of furoin to furil catalyzed by triphenylantimony [T0476].
TCI Practical Example: Buchwald-Hartwig Amination Using Pd2(dba)3 and tBu3P·HBF4
TCI is proud to introduce the synthesis of 4-methoxytriphenylamine via Buchwald-Hartwig amination of 4-chloroanisole and diphenylamine by using Pd2(dba)3 [T2184] and tBu3P·HBF4 [T2584] as catalysts.
Printed Magazine: TCIMAIL 193
Released in August 2023, TCI's latest issue features Prof. Hiroshi Sugiyama and coworkers’ article and Prof. Nagatoshi Nishiwaki’s chemistry chat. We also feature research on:
- Air-Stable Ni(0) Complex Ni(COD)(DQ), a Useful Precatalyst
- Naphthalene Carboxylic Anhydride for the Synthesis of Functional Materials
- Graphitic Carbon Nitride and Heptazine-Based Building Blocks
- Measuring Relative Cell Number with Our ATP-Luciferase Assay Reagent
- Hemagglutinin: Recombinant Lectins
- c-Jun N-Terminal Kinase (JNK) Inhibitor
- Activin Receptor-Like Kinase (ALK) 4/5/7 Inhibitor
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