o-Silylaryl Triflates: A Journey of Kobayashi Aryne Precursors

J Shi, L Li, Y Li - Chemical Reviews, 2021 - ACS Publications
Arynes are among the most active organic intermediates and have found numerous
applications in expeditious preparation of substituted arenes. In the past 20 years, chemists …

Transition-metal-free coupling reactions

CL Sun, ZJ Shi - Chemical reviews, 2014 - ACS Publications
Transition-metal-catalyzed reactions have been studied since the very beginning of the past
century and represent a great success in organic chemistry, along with the birth and growth …

A comprehensive history of arynes in natural product total synthesis

PM Tadross, BM Stoltz - Chemical reviews, 2012 - ACS Publications
1. INTRODUCTION Within 14 years of the seminal experiments of JD Roberts leading to the
first proposal of the structure of benzyne (1), 1 synthetic organic chemists recognized the …

Recent advances in transition-metal-free carbon–carbon and carbon–heteroatom bond-forming reactions using arynes

A Bhunia, SR Yetra, AT Biju - Chemical Society Reviews, 2012 - pubs.rsc.org
This tutorial review is aimed at highlighting recent developments in transition-metal-free
carbon–carbon and carbon–heteroatom bond-forming reactions utilizing a versatile class of …

Use of benzynes for the synthesis of heterocycles

AV Dubrovskiy, NA Markina, RC Larock - Organic & Biomolecular …, 2013 - pubs.rsc.org
About two decades after Kobayashi's discovery in 1983 of a very mild way of generating
highly reactive aryne intermediates, the synthetic community embraced o-(trimethylsilyl) aryl …

Synthesis of biaryls using aryne intermediates

JA García-López, MF Greaney - Chemical Society Reviews, 2016 - pubs.rsc.org
The synthesis of biaryls from benzyne intermediates offers an alternative strategy to
conventional metal-catalyzed cross-coupling approaches. The concept is as old as benzyne …

Regioselective reactions of 3, 4-pyridynes enabled by the aryne distortion model

AE Goetz, NK Garg - Nature Chemistry, 2013 - nature.com
The pyridine heterocycle continues to play a vital role in the development of human
medicines. More than 100 currently marketed drugs contain this privileged unit, which …

Recent applications of aryne chemistry to organic synthesis. A review

R Sanz - Organic Preparations and Procedures International, 2008 - Taylor & Francis
Arynes are neutral intermediates in which two adjacent atoms of an aromatic ring lack
substituents, thus leaving two atomic orbitals (perpendicular to the aromatic x system) to …

Facile N-Arylation of Amines and Sulfonamides and O-Arylation of Phenols and Arenecarboxylic Acids

Z Liu, RC Larock - The Journal of organic chemistry, 2006 - ACS Publications
An efficient, transition-metal-free procedure for the N-arylation of amines, sulfonamides, and
carbamates and O-arylation of phenols and carboxylic acids has been achieved by allowing …

Electrochemical oxidative radical cascade cyclization of olefinic amides and thiophenols towards the synthesis of sulfurated benzoxazines, oxazolines and …

F Lu, J Xu, H Li, K Wang, D Ouyang, L Sun… - Green …, 2021 - pubs.rsc.org
Heterocycles containing N and O are important structures in pharmaceuticals,
agrochemicals and functional molecules. The synthesis of these compounds usually …