Themed collection The Functionalization of Unreactive Carbon-Hydrogen Bonds

8 items
Feature Article

Functionalization of amino acids and peptides via rhodium-catalyzed C–H activation

This review highlights recent advances in rhodium-catalyzed C–H activation for functionalization of amino acids and peptides.

Graphical abstract: Functionalization of amino acids and peptides via rhodium-catalyzed C–H activation
Feature Article

Sulfuration of unreactive C–H bonds

This review systematically summarizes the strategic progress in unreactive C–H bond sulfuration, encompassing core methodologies such as transition-metal catalysis, photocatalytic systems, and electrocatalytic systems.

Graphical abstract: Sulfuration of unreactive C–H bonds
Communication

Spiro-fluorene-indenoindenyl-Ir(I) complex-catalyzed, 1,3-azole-directed C(sp3)–H borylation with pinacolborane

Basic 1,3-azole-directed C(sp3)–H borylation is challenging due to potential catalyst deactivation and the C[double bond, length as m-dash]N bond reduction with pinacolborane (HBpin) generated during borylation with B2(pin)2.

Graphical abstract: Spiro-fluorene-indenoindenyl-Ir(i) complex-catalyzed, 1,3-azole-directed C(sp3)–H borylation with pinacolborane
Communication

Regio- and stereoselective C–H alkenylation of pyridines with silyl-substituted internal alkynes using a half-sandwich scandium catalyst

The regio- and stereoselective C–H alkenylation of pyridines with silyl-substituted internal alkynes has been achieved by using a half-sandwich scandium catalyst, affording a wide range of silyl-functionalized alkenyl pyridines.

Graphical abstract: Regio- and stereoselective C–H alkenylation of pyridines with silyl-substituted internal alkynes using a half-sandwich scandium catalyst
Communication

Cascade heteroarylation/annulation of arylphosphonic acid monoesters with benzothiophenes: access to benzothieno-fused oxaphosphacycles

A Ru-catalyzed cascade C–H heteroarylation and annulation of aryl/vinyl phosphonic acid monoesters with benzothiophenes has been accomplished to furnish π-extended benzothieno-fused oxaphosphacycles.

Graphical abstract: Cascade heteroarylation/annulation of arylphosphonic acid monoesters with benzothiophenes: access to benzothieno-fused oxaphosphacycles
Communication

Cascade C–H functionalization/annulation of 2-aryl-1,3-dicarbonyls with Morita–Baylis–Hillman adducts: access to α-iso-/benzochromenyl acrylates

Palladium-catalyzed sequential C–H functionalization/annulation of 2-aryl-1,3-dicarbonyl compounds with MBH adducts is presented to furnish α-isochromenyl/benzochromenyl acrylates.

Graphical abstract: Cascade C–H functionalization/annulation of 2-aryl-1,3-dicarbonyls with Morita–Baylis–Hillman adducts: access to α-iso-/benzochromenyl acrylates
Communication

Dual ipso-hydroxylation and para-C–H chalcogenation of arylboronic acids using an NDI photocatalyst in visible light

A dual ipso-hydroxylation and para-C–H chalcogenation of arylboronic acids photocatalyzed by NDI-PC using air as the oxidant is demonstrated in visible light at room temperature.

Graphical abstract: Dual ipso-hydroxylation and para-C–H chalcogenation of arylboronic acids using an NDI photocatalyst in visible light
Communication

Rh-catalyzed [3+3]-annulation of quinolines with cyclopropenones: access to functionalized 2-quinolones

Rh-catalyzed sequential C–H/C–C functionalization and annulation of quinoline N-oxides has been accomplished utilizing cyclopropenones to yield functionalized 2-quinolones.

Graphical abstract: Rh-catalyzed [3+3]-annulation of quinolines with cyclopropenones: access to functionalized 2-quinolones
8 items

About this collection

The functionalization of unreactive carbon-hydrogen (C–H) bonds has evolved as an atom- and step-economical, environmentally benign strategy in organic synthesis. Following the success of our 2021 collection on the same topic, this themed collection deals with a wide range of strategies regarding the functionalization of unreactive C–H bonds by world-leading researchers in this field. The principal purpose of this collection is to illustrate the diversity of research on the functionalization of unreactive C–H bonds. Therefore, this special collection, Guest Edited by Tatiana Besset (University of Rouen), Fumitoshi Kakiuchi (Keio University), and Debabrata Maiti (Indian Institute of Technology-Bombay) includes: the development of new useful methodologies using base metal catalysts; various syntheses of functionalized compounds utilized in medicinal and materials chemistry; the utilization of renewable feedstock’s; employing electronic or optical energies for generating reactive intermediates; and synthetic processes towards industrial usages that have opened a new era for organic synthesis.


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