106813-40-5

Upstream product

• 96-09-3 styrene oxide 
• 98-88-4 benzoyl chloride 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 

Relevant academic research and scientific papers

Palladium/aluminium-cocatalyzed carbonylative synthesis of 2-chloroethyl benzoates from epoxides and aryl iodides

A new straightforward and efficient procedure for the palladium/aluminium-cocatalyzed carbonylative synthesis of 2-chloroethyl benzoates from epoxides and aryl iodides has been developed. By using TFBen (benzene-1,3,5-triyl triformate) as the CO source and LiCl as the chloride source, AlCl3-catalyzed regioselective ring-opening of epoxides was merged successfully with the palladium-catalyzed carbonylative cross-coupling of aryl iodides. A variety of the desired 2-chloroethyl benzoates were obtained in moderate to excellent yields with very good substrates compatibility.

Rhenium complex-catalyzed acylative cleavage of ethers with acyl chlorides

It was found that rhenium complex was an efficient catalyst for the acylative cleavage of C-O bond of ethers with acyl chlorides. When acyclic ethers were allowed to react with acyl chlorides in the presence of a catalytic amount of ReBr(CO)5, acylative cleavage of C-O bond of acyclic ethers smoothly proceeded to give the corresponding esters in moderate to good yields. Similarly, cyclic ethers were acylative cleaved by acyl chlorides to give the corresponding chloro substituted esters in good yields by the use of Re 2O7 catalyst.

Organomercury/aluminum-mediated acylative cleavage of cyclic ethers

Epoxides and tetrahydrofurans are cleaved with concomitant acylation to chloroalkyl esters using a reagent system composed of an organomercurial, aluminum metal and an acid chloride. The cleavage is promoted under mild conditions by a range of readily-available cyclic β-alkoxychloromercurials and acid chlorides. Using mainly tetrahydrofuran and cyclohexene oxide as substrates, the yield of isolated chloroesters ranged from 52 to 96%.

Reaction of Epoxides with Chlorocarbonylated Compounds Catalyzed by Hexaalkylguanidinium Chloride

Silica-supported guanidinium chloride (PBGSiCl) exhibits efficient chemo- and regiospecific catalytic activity in the ring opening of epoxides with various electrophiles.This reaction allows the preparation of β-chloro esters and β-chloro chloroformates in high yield under neutral conditions which offer product stability and ease of product isolation.

Yttrium compounds: New catalysts for the regioselective acylative cleavage of epoxides

The use of Cp2YCl and YCl3 as effective catalysts for the regioselective acylative cleavage of epoxides, especially for the conversion of α,β- epoxyketones to α-chloroenones is described.

COBALT CATALYSED REGIOSELECTIVE CLEAVAGE OF OXIRANES WITH ACYLCHLORIDES

Oxiranes can be cleaved in a regioselective manner with acylchlorides in presence of Cobalt(II) chloride to the corresponding vicinal chloroesters in high yields.

REGIOSELECTIVE RING CLEAVAGE OF OXIRANES CATALYZED BY ORGANOTIN HALIDE - TRIPHENYLPHOSPHINE COMPLEX

Vicinal chloroesters are formed in high yield from the reaction of oxiranes and benzoyl chloride in the presence of organotin halide - triphenylphosphine complex with enhanced regioselectivity in oxirane ring cleavage.