Results 91 to 100 of about 40,506 (345)

Opportunities and challenges for direct C–H functionalization of piperazines

Beilstein Journal of Organic Chemistry, 2016
Piperazine ranks within the top three most utilized N-heterocyclic moieties in FDA-approved small-molecule pharmaceuticals. Herein we summarize the current synthetic methods available to perform C–H functionalization on piperazines in order to lend ...
Zhishi Ye, Kristen E. Gettys, Mingji Dai
doaj   +1 more source

A Novel Merocyanine Derivative for Probing Polarity at Cubosome Interfaces

Asian Journal of Organic Chemistry, EarlyView.
This study develops a synthetic route to C10SP, a polarity‐sensitive sensor embedded in phytantriol‐based cubosomes. Strategic steps included tertiary amine‐mediated amidation to covalently attach a hydrophobic tail and controlled nitrogen methylation to form the iminium moiety within the indolenine scaffold.
Marcelo J. Eberhardt, Natália E. T. de Castro, Fabiano S. Rodembusch, Fernanda Poletto   +3 more
wiley   +1 more source

3‐Oxabicyclo[3.1.1]heptane as an Isostere of meta‐Benzene

Angewandte Chemie, EarlyView.
3‐Oxabicyclo[3.1.1]heptanes were designed as saturated isosteres of meta‐benzene. Crystallographic analysis revealed that these structures and meta‐benzene have identical geometric properties. Replacement of the central benzene ring in the anticancer drug Sonidegib with 3‐oxabicyclo[3.1.1]heptane provided a patent‐free analogue with a nanomolar potency,
Dmitry Dibchak, Pavel K. Mykhailiuk
wiley   +2 more sources

Mannich Reaction of Secondary Benzylzinc Reagents: Synthesis of α,β‐Disubstituted β‐Arylethylamines

Asian Journal of Organic Chemistry, EarlyView.
The organometallic Mannich multicomponent reaction (MCR) of secondary benzylzinc reagents is described. The final α,β‐disubstituted β‐arylethylamines are obtained in generally high yields. The reaction is however characterized by a general lack of diastereoselectivity. A possible explanation is provided.
Baptiste Leroux, Federico Banchini, Olivier Jackowski, Alejandro Perez‐Luna, Fabrice Chemla, Marc Presset, Erwan Le Gall   +6 more
wiley   +1 more source

Azuperylene: The Nonalternant Isomer of Perylene

Angewandte Chemie, EarlyView.
As a nonalternating isomer of perylene, azuperylene (AP) is formed by the C─H/C─I coupling reactions we developed at the 1,8‐positions of azulene. The aromatic characteristics of the initial azulene are retained, and side chain modifications regulate the stacking pattern. The core of AP has smaller mutual perturbation compared to perylene.
Shengpei Liu, Marcos Díaz‐Fernández, Menglin Zhang, Fei Huang, Yong Chen, Yudong Yang, José Manuel Marín‐Beloqui, Jingbo Lan, Jingsong You, Juan Casado, Cheng Zhang   +10 more
wiley   +2 more sources

New One-Pot Methodologies for the Modification or Synthesis of Alkaloid Scaffolds

Marine Drugs, 2010
There are several avenues by which promising bioactive natural products can be produced in sufficient quantities to enable lead optimization and medicinal chemistry studies. The total synthesis of natural products is an important, but sometimes difficult,
Amir E. Wahba, Mark T. Hamann
doaj   +1 more source

Synthesis of (−)‐8a‐epi‐Lentiginosine via Tsuji–Trost Reaction of d‐Glucose‐Derived Allylic Alcohols and Crystal Structure Analysis

Asian Journal of Organic Chemistry, EarlyView.
A facile synthetic route to (−)‐8a‐epi‐lentiginosine from d‐glucose using the Pd‐BiPhePhos catalyzed intramolecular Tsuji–Trost reaction of non−derivatized allylic alcohol as a key construction of the hydroxylated pyrrolidine ring is reported. The crystal structure of (−)‐8a‐epi‐lentiginosne showed the envelope conformation of the five‐membered ring ...
Sunisa Akkarasamiyo, Patchreenart Saparpakorn, Andreas Orthaber, Joseph S. M. Samec   +3 more
wiley   +1 more source

Streamlining SuFEx Inhibitor Development: A Unified Approach Using Photolabile and Orthogonal Sulfinate Protecting Groups

Angewandte Chemie, EarlyView.
This Study outlines the discovery and selection of sulfinate protecting groups (SPGs) based on their overall stability, ease of synthesis, and simple deprotection conditions, including two novel, photolabile SPGs that can be directly converted to the sulfonyl fluoride (SFs) using light and selectfluor.
Twinkle I. Patel, Makayla L. Williams, Yumeng Chi, Ramkrishna Laha, Matthew J. Moschitto   +4 more
wiley   +2 more sources

Solvent‐Directed Handedness in a Chirally Twisted Tetrakisporphyrin Macrocycle

Asian Journal of Organic Chemistry, EarlyView.
A chirally twisted tetrakisporphyrin macrocycle was synthesized by incorporating a chiral dioxolane into a tetrakisporphyrin macrocycle. The solvent type influenced the preferred handedness of the twisted conformation. Circular dichroism measurements and computational analyses determined the handedness of the conformers in solvents toluene and ...
Kouta Tanabe, Naoyuki Hisano, Takeharu Haino   +2 more
wiley   +1 more source

Desulfurizative Fluorination of N‐CF3 Thioformamides for the Efficient Synthesis of N(CF3)(CF2H) Amines with Enhanced Stability

Angewandte Chemie, EarlyView.
We present the first general synthetic strategy for accessing N(CF3)(CF2H) amines, which display a 2000‐fold increase in stability over N‐CF3 amines. The compounds are synthesized through a desulfurization–fluorination of N‐CF3 thioformamides. Abstract With poor metabolic stability being a major cause of failure in drug development, there is a pressing
Gina Wycich, Jaime Ponce‐de‐León, Linhao Liu, Franziska Schoenebeck   +3 more
wiley   +2 more sources