4.8 Article

Tosyloxybenziodoxolone: A Platform for Performing the Umpolung of Alkynes in One-Pot Transformations

Related references

Note: Only part of the references are listed.
Article Chemistry, Organic

Ynonylation of Acyl Radicals by Electroinduced Homolysis of 4-Acyl-1,4-dihydropyridines

Xiaosheng Luo et al.

Summary: In this study, the conversion of 4-aryl-1,4-dihydropyridines (DHPs) into ynones under electrochemical conditions is reported. The reaction proceeds via the homolysis of acyl-DHP under electron activation and resulting acyl radicals react with hypervalent iodine(III) reagents to form the target ynones or ynamides in acceptable yields. This methodology shows wider functionality tolerance and synthetic utility for late-stage modification of complex molecules.

ORGANIC LETTERS (2021)

Review Chemistry, Organic

SOMOphilic alkynylation using acetylenic sulfones as functional reagents

Danhua Ge et al.

Summary: This review provides an overview of recent advancements in alkynylation using acetylenic sulfones, highlighting their role in the synthesis of alkynes, fluoroalkylated compounds, sulfonylated compounds, and in situ SO2 capture. The article discusses direct alkynylation with various C-centered radicals and multi-step reaction modes involving acetylenic sulfones, while emphasizing the generality of substrate scope and proposed mechanisms.

ORGANIC CHEMISTRY FRONTIERS (2021)

Article Chemistry, Multidisciplinary

Unconventional Reactivity of Ethynylbenziodoxolone Reagents and Thiols: Scope and Mechanism

Bin Liu et al.

CHEMISTRY-A EUROPEAN JOURNAL (2020)

Article Chemistry, Multidisciplinary

Access to Vinyl Ethers and Ketones with Hypervalent Iodine Reagents as Oxy-Allyl Cation Synthetic Equivalents

Nina Declas et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

Photocatalytic Umpolung of N- and O-substituted alkenes for the synthesis of 1,2-amino alcohols and diols

Stephanie G. E. Amos et al.

CHEMICAL SCIENCE (2020)

Article Chemistry, Multidisciplinary

Selective Reductive Elimination at Alkyl Palladium(IV) by Dissociative Ligand Ionization: Catalytic C(sp3)-H Amination to Azetidines

Manuel Nappi et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Article Chemistry, Multidisciplinary

5-(Alkynyl)dibenzothiophenium Triflates: Sulfur-Based Reagents for Electrophilic Alkynylation

Bernd Waldecker et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Review Chemistry, Multidisciplinary

Cyclic Hypervalent Iodine Reagents: Enabling Tools for Bond Disconnection via Reactivity Umpolung

Durga Prasad Hari et al.

ACCOUNTS OF CHEMICAL RESEARCH (2018)

Article Chemistry, Multidisciplinary

Divergent Reactivity of Thioalkynes in Lewis Acid Catalyzed Annulations with Donor-Acceptor Cyclopropanes

Sophie Racine et al.

CHEMISTRY-A EUROPEAN JOURNAL (2016)

Article Chemistry, Multidisciplinary

Dual Hypervalent Iodine(III) Reagents and Photoredox Catalysis Enable Decarboxylative Ynonylation under Mild Conditions

Hanchu Huang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

Article Chemistry, Multidisciplinary

Decarboxylative Alkynylation and Carbonylative Alkynylation of Carboxylic Acids Enabled by Visible-Light Photoredox Catalysis

Quan-Quan Zhou et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

Article Chemistry, Organic

Organotrifluoroborates: Another Branch of the Mighty Oak

Gary A. Molander

JOURNAL OF ORGANIC CHEMISTRY (2015)

Review Chemistry, Multidisciplinary

Haloalkynes: A Powerful and Versatile Building Block in Organic Synthesis

Wanqing Wu et al.

ACCOUNTS OF CHEMICAL RESEARCH (2014)

Review Chemistry, Organic

Sulfonyl Acetylenes as Alkynylating Reagents Under Radical or Anionic Conditions

Jose Luis Garcia Ruano et al.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2014)

Article Chemistry, Multidisciplinary

Visible-Light-Induced Chemoselective Deboronative Alkynylation under Biomolecule-Compatible Conditions

Hanchu Huang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Multidisciplinary

A Highly Chemoselective and Practical Alkynylation of Thiols

Reto Frei et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2013)

Article Chemistry, Multidisciplinary

General One-Pot Synthesis of Alkynyliodonium Salts and Alkynyl Benziodoxolones from Aryl Iodides

Marinus J. Bouma et al.

CHEMISTRY-A EUROPEAN JOURNAL (2012)

Article Chemistry, Multidisciplinary

Ethynyl-1,2-benziodoxol-3(1H)-one (EBX): An Exceptional Reagent for the Ethynylation of Keto, Cyano, and Nitro Esters

Davinia Fernandez Gonzalez et al.

CHEMISTRY-A EUROPEAN JOURNAL (2010)

Review Chemistry, Multidisciplinary

Potassium organotrifluoroborates: New perspectives in organic synthesis

Sylvain Darses et al.

CHEMICAL REVIEWS (2008)

Review Chemistry, Organic

Benziodoxole-based hypervalent iodine reagents in organic synthesis

VV Zhdankin

CURRENT ORGANIC SYNTHESIS (2005)