619319-83-4

Basic information

• Product Name: 1-benzyl-5-chloroindolin-2-one
• Synonyms: 1-benzyl-5-chloroindolin-2-one
• CAS NO: 619319-83-4
• Molecular Weight: 257.719
• Mol File: 619319-83-4.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 1-benzyl-5-chloroindolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-5-chloroindolin-2-one(619319-83-4)
• EPA Substance Registry System: 1-benzyl-5-chloroindolin-2-one(619319-83-4)

Safety Data

• Hazardous Substances Data: 619319-83-4(Hazardous Substances Data)

Upstream product

• 92435-84-2 N-benzyl-4-(chloro)chloroacetanilide 
• 26960-68-9 1-benzyl-5-chloroisatin 
• 100-46-9 benzylamine 
• 81682-38-4 2-(2-bromo-5-chloro-phenyl)acetic acid 
• 17630-76-1 5-chloroindole 2,3-dione 
• 100-39-0 benzyl bromide 
• 19865-58-8 N-(4-chlorophenyl)-α-phenylnitrone 
• 1403981-65-6 (E)-2-(2-(benzylideneamino)-5-chlorophenyl)-N-methyl-N-tosylacetamide 
• 2948-37-0 N-(4-chlorophenyl)benzylamine 

Downstream Products

• 1017609-53-8 1-benzyl-5-chloro-3-(3-methoxyphenyl)indolin-2-one 

Relevant articles and documents

Candida antarctica lipase-B-catalyzed kinetic resolution of 1,3-dialkyl-3-hydroxymethyl oxindoles

Candida antarctica (CAL-B) lipase-catalyzed resolution of 1,3-dialkyl-3-hydroxymethyl oxindoles has been performed to obtain (R)-1,3-dialkyl-3-acetoxymethyl oxindoles with up to 99% ee and (S)-1,3-dialkyl-3-hydroxymethyl oxindoles with up to 78% ee using vinyl acetate as acylating agent and acetonitrile as solvent transforming (S)-3-allyl-3-hydroxymethyl oxindole to (3S)-1′-benzyl-5-(iodomethyl)-4,5-dihydro-2H-spiro[furan-3,3′-indolin]-2′-one. The optically active 3-substituted-3-hydroxymethyl oxindoles and spiro-oxindoles are among the key synthons in the synthesis of potentially biologically active molecules.

Palladium-catalysed ring-opening [3 + 2]-annulation of spirovinylcyclopropyl oxindole to diastereoselectively access spirooxindoles

A novel palladium-catalysed ring-opening [3 + 2]-annulation of spirovinylcyclopropyl oxindole with α,β-unsaturated nitroalkenes is reported. A series of spirooxindole derivatives were synthesized in high yields and good to excellent diastereoselectivities. This developed protocol offers a new and efficient pathway for the assembly of spirooxindoles.

Divergent and Orthogonal Approach to Carbazoles and Pyridoindoles from Oxindoles via Indole Intermediates

The previously unexplored Grignard addition to oxindoles provides a regiospecific approach to 2- and 2,3-disubstituted indole derivatives in high yields via a one-pot aromatization driven dehydration pathway. This method allows a convenient preparation of diallyl indoles that are used as ring-closing metathesis (RCM) precursors for the orthogonal synthesis of pyrido[1,2-a]indoles and carbazoles. The synthetic utility of this method is illustrated by the synthesis of a microtubulin inhibitor and naturally occurring carbazole alkaloids.