Regioselective Chlorothiolation of Alkenes with Sulfonyl Chlorides

Abstract

Newly developed sulfonyl chloride-based regioselective chlorothiolation of alkenes has been disclosed; the reaction is compatible with a variety of functional groups and can be scaled up to the gram scale with no loss in yield. The employment of readily available reactants, mild reaction conditions, and high regioselectivity makes this process very practical. Mechanistic studies revealed a possible free radical reaction pathway.

Research Progress in C—S Bond Formation Reaction of Olefins with Organic Sulfur Reagents under Photocatalyst-Free and Non-Electrochemical Conditions

“…45). 最近, 易文斌课题组 [110] 继续拓 展了此类反应, 发现该类反应也可在铜催化下进行. 此外, 赵玉芬课题组 [111] 使用芳基乙烯和磺酰氯为 原料, 叔丁基过氧化氢为氧化剂, 合成了 β-羰基砜化合 物.…”

Copper(I) Complex of Dihydro Bis(2‐Mercapto Benzimidazolyl) Borate as an Efficient Homogeneous Catalyst for the Synthesis of 2H‐Indazoles and 5‐Substituted 1H‐Tetrazoles

“…The structural diversity of copper(I) complexes provided a huge potential for the development of catalytic systems with tunable properties [31] . Based on these facts, Cu‐based complexes have been applied for a widespread variety of organic transformations such as cross‐coupling, click chemistry, tandem and multicomponent reactions, reduction, and oxidation reactions, C−H functionalization, borylation, and oxidative coupling [32–41] …”

“…[31] Based on these facts, Cu-based complexes have been applied for a widespread variety of organic transformations such as cross-coupling, click chemistry, tandem and multicomponent reactions, reduction, and oxidation reactions, CÀ H functionalization, borylation, and oxidative coupling. [32][33][34][35][36][37][38][39][40][41] In recent years, literature reports in regards to enabling certain regioselective synthetic paths towards 2H-indazoles have appeared. [1,[42][43][44][45][46][47][48][49][50][51][52][53][54] A common way for the formation of highly regioselective 2H-indazoles is based on the intramolecular coupling of properly pre-functionalized substrates including 2halobenzaldehydes.…”

Synthesis of novel benzimidazoles and benzothiazoles via furan‐2‐carboxaldehydes, o‐phenylenediamines, and 2‐aminothiophenol using Cu(II) Schiff‐base@SiO2 as a nanocatalyst

“…[ 40 ] Cu‐based compounds have been used as catalysts for a wide range of organic transformations such as multicomponent reactions, reduction and oxidation reactions, cross‐coupling, click chemistry, C–H functionalization, and oxidative coupling. [ 41–46 ] Also, there are various reports about metal complexes stabilized on inorganic supports for the preparation of heterocyclic compounds. [ 47–58 ]…”