Decarboxylative halogenation of organic compounds

A Varenikov, E Shapiro, M Gandelman - Chemical Reviews, 2020 - ACS Publications
Decarboxylative halogenation, or halodecarboxylation, represents one of the fundamental
key methods for the synthesis of ubiquitous organic halides. The method is based on …

Radical approaches to C–S bonds

Z Wu, DA Pratt - Nature Reviews Chemistry, 2023 - nature.com
Organosulfur functionalities are ubiquitous in nature, pharmaceuticals, agrochemicals,
materials and flavourants. Historically, these moieties were introduced almost exclusively …

Good partnership between sulfur and fluorine: sulfur-based fluorination and fluoroalkylation reagents for organic synthesis

C Ni, M Hu, J Hu - Chemical Reviews, 2015 - ACS Publications
Fluorine, often called as “a small atom with a big ego”, 1 lies in the second row and the 17th
column in the periodic table of the chemical elements. This unique position in the periodic …

Hydrodecarboxylation of carboxylic and malonic acid derivatives via organic photoredox catalysis: substrate scope and mechanistic insight

JD Griffin, MA Zeller, DA Nicewicz - Journal of the American …, 2015 - ACS Publications
A direct, catalytic hydrodecarboxylation of primary, secondary, and tertiary carboxylic acids
is reported. The catalytic system consists of a Fukuzumi acridinium photooxidant with …

Photoredox‐Catalyzed Decarboxylative Bromination, Chlorination and Thiocyanation Using Inorganic Salts

J Wu, C Shu, Z Li, A Noble… - Angewandte Chemie …, 2023 - Wiley Online Library
Decarboxylative halogenation reactions of alkyl carboxylic acids are highly valuable
reactions for the synthesis of structurally diverse alkyl halides. However, many reported …

Stereoselective halogenation in natural product synthesis

W Chung, CD Vanderwal - Angewandte Chemie International …, 2016 - Wiley Online Library
At last count, nearly 5000 halogenated natural products have been discovered. In
approximately half of these compounds, the carbon atom to which the halogen is bound is …

Constructing Quaternary Carbons from N-(Acyloxy)phthalimide Precursors of Tertiary Radicals Using Visible-Light Photocatalysis

G Pratsch, GL Lackner, LE Overman - The Journal of organic …, 2015 - ACS Publications
Tertiary carbon radicals have notable utility for uniting complex carbon fragments with
concomitant formation of new quaternary carbons. This article explores the scope …

Metal-free heterogeneous semiconductor for visible-light photocatalytic decarboxylation of carboxylic acids

J Shi, T Yuan, M Zheng, X Wang - Acs Catalysis, 2021 - ACS Publications
A suitable protocol for the photocatalytic decarboxylation of carboxylic acids was developed
with metal-free ceramic boron carbon nitrides (BCN). With visible light irradiation, BCN …

Decarboxylation‐Initiated Intermolecular Carbon‐Heteroatom Bond Formation

Z Zeng, A Feceu, N Sivendran… - Advanced Synthesis & …, 2021 - Wiley Online Library
Carboxylic acids are among the most used feedstock chemicals due to their great structural
diversity and easy handling. The use of carboxylic acids and their derivatives in …

A new and practical method of decarboxylation: photosensitized decarboxylation of N-acyloxyphthalimides via electron-transfer mechanism

K Okada, K Okamoto, M Oda - Journal of the American Chemical …, 1988 - ACS Publications
AGd (kcal/mol) ke* q (M'] s"=) la 88 92 82-30.5 7.9 X 109 lb 98 84 84-31.0 8.3 X 109 lc 84 87
75-33.0 8.9 X 109 “[substrate]= 0.5-3.1 X 10" 3 M,[sensitizer]= 0.8-1.7 x" 3 M in/-PrOH-H20 …