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 …

Biaryl synthesis with arenediazonium salts: cross-coupling, CH-arylation and annulation reactions

FX Felpin, S Sengupta - Chemical Society Reviews, 2019 - pubs.rsc.org
The rich legacy of arenediazonium salts in the synthesis of unsymmetrical biaryls, built
around the seminal works of Pschorr, Gomberg and Bachmann more than a century ago …

Additive-and metal-free, predictably 1, 2-and 1, 3-regioselective, photoinduced dual C–H/C–X borylation of haloarenes

AM Mfuh, VT Nguyen, B Chhetri, JE Burch… - Journal of the …, 2016 - ACS Publications
We report herein a simple, additive-and metal-free, photoinduced, dual C–H/C–X borylation
of chloro-, bromo-, and iodoarenes. The reaction produces 1, 2-and 1, 3-diborylarenes on …

Phenanthrene synthesis by eosin Y‐catalyzed, visible light‐induced [4+ 2] benzannulation of biaryldiazonium salts with alkynes

T Xiao, X Dong, Y Tang, L Zhou - Advanced Synthesis & …, 2012 - Wiley Online Library
A metal‐free, visible light‐induced [4+ 2] benzannulation of biaryldiazonium salts with
alkynes was developed. With eosin Y as photoredox catalyst, a variety of 9‐substituted or 9 …

Making radical cations live longer

L Eberson, MP Hartshorn, O Persson… - Chemical …, 1996 - pubs.rsc.org
By all measures, 1, 1, 1, 3, 3, 3-hexafluoropropan-2-ol (HFP) appears as a solvent with
properties at the extreme. Its combination of low nucleophilicity, high hydrogen bonding …

Arylation Reactions:  The Photo-SN1 Path via Phenyl Cation as an Alternative to Metal Catalysis

M Fagnoni, A Albini - Accounts of chemical research, 2005 - ACS Publications
Photo (sensitized) cleavage of benzenediazonium salts as well as, when an electron-
donating substituent is present, of aryl chlorides, fluorides, mesylates, triflates, and …

Mechanisms of photosensitization induced by drugs: a general survey

B Quintero, MA Miranda - Ars Pharmaceutica (Internet), 2000 - revistaseug.ugr.es
This paper presents a general survey of the mechanisms involved in drug phototoxicity.
Moreover, a list of 174currently used clinical drugs inducing photosensitization is provided in …

Visible-Light-Promoted Aryl Cation Formation: Aromatic SN1 Reactions of Areneazo-2-(2-nitro)propanes

DV Patil, K Ramesh, HY Kim, K Oh - Organic Letters, 2023 - ACS Publications
The visible light excitation of areneazo-2-(2-nitro) propane· HCl salts generated the singlet
aryl cation that readily underwent aromatic SN1 reactions with a variety of nucleophiles. The …

Photoinduced C− F bond cleavage in some fluorinated 7-amino-4-quinolone-3-carboxylic acids

E Fasani, FF Barberis Negra, M Mella… - The Journal of …, 1999 - ACS Publications
The photochemistry of some fluorinated 7-amino-4-quinolone-3-carboxylic acids used in
therapy as antibacterials and known to be phototoxic has been investigated in water. All of …

(Sensitized) photolysis of diazonium salts as a mild general method for the generation of aryl cations. Chemoselectivity of the singlet and triplet 4-substituted phenyl …

S Milanesi, M Fagnoni, A Albini - The Journal of Organic …, 2005 - ACS Publications
The photolysis of a series of 4-X-benzenediazonium tetrafluoroborates is studied in MeCN.
Loss of nitrogen occurs from the singlet excited state with X= H, t-Bu, and NMe2 and leads to …