42156-66-1

Basic information

• Product Name: 3-(4-bromophenyl)-3-hydroxy-2,3-dihydro-1H-isoindol-1-one
• Synonyms: 3-(4-bromophenyl)-3-hydroxy-2,3-dihydro-1H-isoindol-1-one
• CAS NO: 42156-66-1
• Molecular Weight: 304.143
• Mol File: 42156-66-1.mol

Chemical Properties

• CAS DataBase Reference: 3-(4-bromophenyl)-3-hydroxy-2,3-dihydro-1H-isoindol-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-bromophenyl)-3-hydroxy-2,3-dihydro-1H-isoindol-1-one(42156-66-1)
• EPA Substance Registry System: 3-(4-bromophenyl)-3-hydroxy-2,3-dihydro-1H-isoindol-1-one(42156-66-1)

Safety Data

• Hazardous Substances Data: 42156-66-1(Hazardous Substances Data)

Upstream product

• 7154-66-7 2-bromobenzoic acid chloride 
• 108-86-1 bromobenzene 
• 78281-59-1 (2-bromophenyl)(4-bromophenyl)methanone 
• 746651-85-4 2-(4-bromobenzoyl)benzonitrile 
• 136918-14-4 phthalimide 
• 18620-02-5 (4-bromophenyl)magnesium bromide 
• 75654-07-8 4'-bromo-o-benzoylbenzoic acid chloride 
• 106-37-6 1.4-dibromobenzene 

Downstream Products

• 1140-17-6 2-amino-4'-bromobenzophenone 

Relevant articles and documents

BF3·OEt2-Catalyzed Vinyl Azide Addition to in Situ Generated N-Acyl Iminium Salts: Synthesis of 3-Oxoisoindoline-1-acetamides

BF3·OEt2-catalyzed nucleophilic addition of vinyl azides to in situ generated N-acyl iminium salts obtained from 3-hydroxyisoindolinones is described in this article. The procedure is operationally simple, mild, additive, and metal-free. The reaction proceeds smoothly at ambient temperature with a wide range of 3-hydroxyisoindol-1-ones and vinyl azides to afford 3-oxoisoindoline-1-acetamides (32 examples) in high yields (up to 97%). Furthermore, the synthetic utility of this methodology is depicted by exploiting the reactivity of an amide functionality in the products.

o-Acylbenzonitriles: Synthesis and Heterocyclization under Acid Hydrolysis of the Cyano Group

2-Cyanobenzophenones were synthesized by reaction of 2-bromobenzophenones with copper(I) cyanide in DMF, and their transformations involving acid hydrolysis of the cyano group were studied. Reactions of o-benzoylbenzonitriles with trifluoroacetic acid in

Asymmetric hydrogenolysis of racemic 3-substitued-3-hydroxy-isoindolin-1-ones employing SPINOL-derived chiral phosphoric acid

The asymmetric hydrogenolysis of racemic 3-substitued-3-hydroxyisoindolin-1-ones has been developed employing SPINOL-derived phosphoric acid and a high steric demand Hantzsch ester as the hydrogen source. The corresponding products are obtained in good yields and up to 93% enantioselectivities.

A chiral Br?nsted acid-catalyzed highly enantioselective Mannich-type reaction of α-diazo esters with in situ generated N -acyl ketimines

A chiral phosphoric acid-catalyzed asymmetric Mannich-type reaction of α-diazo esters with in situ generated N-acyl ketimines, derived from 3-hydroxyisoindolinones has been demonstrated in this communication. A variety of isoindolinone-based α-amino diazo esters bearing a quaternary stereogenic center were afforded in high yields (up to 99%) with excellent enantioselectivities (up to 99% ee). Furthermore, the synthetic utility of the products has been depicted by the hydrogenation of the diazo moiety of adducts.

Enantioselective Hydrophosphonylation of in Situ Generated N-Acyl Ketimines Catalyzed by BINOL-Derived Phosphoric Acid

An efficient route to pharmacologically interesting isoindolinone-based α-amino phosphonates is described via asymmetric hydrophosphonylation of in situ generated ketimines catalyzed by BINOL-derived phosphoric acid. The reaction proceeds smoothly at ambient temperature affording a variety of α-amino phosphonates with a quaternary stereogenic center embedded in isoindolinone motif in high yields with excellent enantiomeric ratios (up to 98.5:1.5 er). Several interesting transformations of the products into valuable synthetic intermediates are also depicted.