84538-48-7

Upstream product

• 16859-59-9 3-hydroxy-1(3H)-isobenzofuranone 
• 85-44-9 phthalic anhydride 
• 87-41-2 2-benzofuran-1(3H)-one 
• 123-75-1 pyrrolidine 
• 6940-49-4 3-Bromophthalide 
• 220534-20-3 (2-Hydroxymethyl-phenyl)-pyrrolidin-1-yl-methanone 
• 6295-21-2 3-chloro-1(3H)-isobenzofuranone 

Downstream Products

• 136935-32-5 (S)-3-((1R,2S)-2-Benzyloxy-1-hydroxy-propyl)-3H-isobenzofuran-1-one 
• 136935-32-5 (S)-3-((1S,2S)-2-Benzyloxy-1-hydroxy-propyl)-3H-isobenzofuran-1-one 
• 136935-32-5 (R)-3-((1R,2S)-2-Benzyloxy-1-hydroxy-propyl)-3H-isobenzofuran-1-one 
• 131122-76-4 [((E)-2-Pent-1-enyl)-phenyl]-pyrrolidin-1-yl-methanone 
• 131122-76-4 [((Z)-2-Pent-1-enyl)-phenyl]-pyrrolidin-1-yl-methanone 

Relevant academic research and scientific papers

The investigation of nucleophilic reactions of 3 -bromo/chloro phthalide with amines

The reaction of 3-bromo/chloro phthalide 1a/b with secondary amines in polar solvents gives the corresponding amides of 2-formylbenzoic acid, while in nonpolar solvents gives 3-aminophthalides. The reaction of 1a/b with aromatic primary amines gives 3-arylaminophthalides, while with aliphatic primary amines 3-hydroxyphthalimidines are obtained.

DIASTEREO- AND ENANTIOSELECTIVE SYNTHESIS OF 1,2-DIOLS BY VANADIUM(II) PROMOTED PINACOL CROSS COUPLING

The V(II) promoted pinacol cross coupling of a chiral aromatic aldehyde with achiral aliphatic aldehydes occurs to afford syn diols in up to 91:9 diastereoisomeric ratio and up to 84percent enantiomeric excess.The pinacol coupling of (S)-lactaldehyde and (R)-glyceraldehyde derivatives has also been studied and matching and mis-matching pairs have been identified.The stereochemistry of the products was established by correlation.The sense and degree of stereoselection is discussed.

Effect of Nucleophilicity and Leaving Group Ability on the SN2 Reactions of Amines with (Acyloxy)alkyl α-Halides: A Product Distribution Study

The course of the reaction of amines with (acyloxy)alkyl α-halides has been found to depend on the nucleophilicity of the amines and the leaving group ability of the halides.More nucleophilic amines tended to give acylated products 2 from the reaction while less nucleophilic amines gave alkylated products 3.The use of a better leaving group also tended to favor the formation of a greater amount of alkylated product.These results have been compared to the observations of Westaway on the effect of leaving group ability and nucleophilicity on the bond lengths in the transit ion state of SN2 reactions.In addition, secondary amines have been shown to cause the rearrangement of 2-formylbenzamides to 3-amino-1(3H)-isobenzofuranones.