scholarly journals A C-to-O atom-swapping reaction sequence enabled by Ni-catalyzed decarbonylation of lactones

2022 ◽  
Author(s):  
Quang H Luu ◽  
Junqi Li
Keyword(s):  
Complex Molecule ◽  
Single Atom ◽  
Reaction Sequence ◽  
The Core ◽  
Selective Functionalization ◽  
Site Selective ◽  
Core Framework

Advances in site-selective functionalization reactions have enabled single atom changes on the periphery of a complex molecule, but reaction manifolds that enable such changes on the core framework of the...

para-Selective Cyanation of Arenes by H-Bonded Template

2019 ◽  
Author(s):  
Sandeep Pimparkar ◽  
Trisha Bhattacharya ◽  
Arun Maji ◽  
Argha Saha ◽  
Ramasamy Jayarajan ◽  
...  
Keyword(s):  
Selective Functionalization ◽  
Directing Group ◽  
Product Utility ◽  
Site Selective

The significance of site selective functionalization stands upon the superior selectivity, easy synthesis and diverse product utility. In this work we demonstrate the <i>para</i>-selective introduction of versatile nitrile moiety, enabled by detachable and reusable H-bonded auxiliary. The methodology holds its efficiency irrespective of substrate electronic bias. The conspicuous shift in the step energetics was probed by both experimental and computational mechanistic tools heralds the inception of <i>para</i>-deuteration. The synthetic impact of the methodology was highlighted with reusability of directing group and post synthetic modifications

para-Selective Cyanation of Arenes by H-Bonded Template

2019 ◽  
Author(s):  
Sandeep Pimparkar ◽  
Trisha Bhattacharya ◽  
Arun Maji ◽  
Argha Saha ◽  
Ramasamy Jayarajan ◽  
...  
Keyword(s):  
Selective Functionalization ◽  
Directing Group ◽  
Product Utility ◽  
Site Selective

The significance of site selective functionalization stands upon the superior selectivity, easy synthesis and diverse product utility. In this work we demonstrate the <i>para</i>-selective introduction of versatile nitrile moiety, enabled by detachable and reusable H-bonded auxiliary. The methodology holds its efficiency irrespective of substrate electronic bias. The conspicuous shift in the step energetics was probed by both experimental and computational mechanistic tools heralds the inception of <i>para</i>-deuteration. The synthetic impact of the methodology was highlighted with reusability of directing group and post synthetic modifications

Single-atom-nickel photocatalytic site-selective sulfonation of enamides to access amidosulfones

2021 ◽  
Vol 23 (7) ◽  
pp. 2756-2762
Author(s):  
Jianjing Yang ◽  
Zongzhao Sun ◽  
Kelu Yan ◽  
Haozhe Dong ◽  
Hongyan Dong ◽  
...  
Keyword(s):  
Visible Light ◽  
Single Atom ◽  
Site Selective

A single-atom photocatalyst Ni/TiO2 was developed for the visible-light-induced site-selective sulfonation of enamides to give amidosulfones with 36 examples up to 99% yield.

scholarly journals Site-selective modification of peptide backbones

2021 ◽  
Author(s):  
Alicia Boto ◽  
Concepcion gonzalez ◽  
Dacil Hernández ◽  
Ivan Romero-Estudillo ◽  
Carlos Javier Javier Saavedra Fernández
Keyword(s):  
Peptide Conformation ◽  
Biological Properties ◽  
Fine Tuning ◽  
The Core ◽  
Physico Chemical ◽  
Site Selective

The site-selective modification of peptide backbones allows an outstanding fine-tuning of peptide conformation, folding ability, physico-chemical and biological properties. However, to achieve selectivity in the core of these biopolymers is...

scholarly journals Total Synthesis of Ellagitannins via Sequential Site-Selective Functionalization of Unprotected D-Glucose

2017 ◽  
Vol 65 (1) ◽  
pp. 25-32 ◽  
Author(s):  
Hironori Takeuchi ◽  
Yoshihiro Ueda ◽  
Takumi Furuta ◽  
Takeo Kawabata
Keyword(s):  
Total Synthesis ◽  
Selective Functionalization ◽  
Site Selective

Site-Selective Functionalization of Hydroxyl Groups in Carbohydrate Derivatives

2018 ◽  
Vol 118 (23) ◽  
pp. 11457-11517 ◽  
Author(s):  
Victoria Dimakos ◽  
Mark S. Taylor
Keyword(s):  
Hydroxyl Groups ◽  
Selective Functionalization ◽  
Site Selective

scholarly journals Site-selective remote C(sp3)–H heteroarylation of amides via organic photoredox catalysis

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Hui Chen ◽  
Wenjing Fan ◽  
Xiang-Ai Yuan ◽  
Shouyun Yu
Keyword(s):  
Hydrogen Atom ◽  
Room Temperature ◽  
Ph Value ◽  
Metal Free ◽  
Selective Functionalization ◽  
Site Selectivity ◽  
Hydrogen Atom Transfers ◽  
Site Selective ◽  
Neutral Conditions ◽  
Potential Complement

Abstract Radical translocation processes triggered by nitrogen-centered radicals (NCRs), such as 1,5-hydrogen atom transfers (1,5-HAT), demonstrated by the well-established Hofmann-Löffler-Freytag (HLF) reaction, provide an attractive approach for the controllable and selective functionalization of remote inert C(sp3)–H bonds. Here we report an amidyl radical-triggered site-selective remote C(sp3)–H heteroarylation of amides under organic photoredox conditions. This approach provides a mild and highly regioselective reaction affording remote C(sp3)–H heteroarylated amides at room temperature under transition-metal free, weakly basic, and redox-neutral conditions. Non-prefunctionalized heteroarenes, such as purines, thiazolopyridines, benzoxazole, benzothiazoles, benzothiophene, benzofuran, thiazoles and quinoxalines, can be alkylated directly. Sequential and orthogonal C–H functionalization of different heteroarenes by taking advantage pH value or polarity of radicals has also been achieved. DFT calculations explain and can predict the site-selectivity and reactivity of this reaction. This strategy expands the scope of the Minisci reaction and serves as its alternative and potential complement.

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