264882-01-1

Basic information

• Product Name: methyl 3-chlorophenyldiazoacetate
• Synonyms: methyl 3-chlorophenyldiazoacetate
• CAS NO: 264882-01-1
• Molecular Weight: 210.62
• Mol File: 264882-01-1.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: methyl 3-chlorophenyldiazoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-chlorophenyldiazoacetate(264882-01-1)
• EPA Substance Registry System: methyl 3-chlorophenyldiazoacetate(264882-01-1)

Safety Data

• Hazardous Substances Data: 264882-01-1(Hazardous Substances Data)

Upstream product

• 53088-68-9 methyl 3-chlorophenylacetate 
• 1878-65-5 3-chlorophenylacetic acid 
• 941-55-9 4-toluenesulfonyl azide 
• 1878-66-6 4-chlorophenylacetic Acid 

Downstream Products

• 153294-00-9 (R)-3-chloromandelic acid methyl ester 
• 1255949-84-8 methyl 2-(3-chlorophenyl)-2-(diphenoxyphosphoryl)acetate 

Relevant articles and documents

Blue Light-Emitting Diode-Mediated in Situ Generation of Pyridinium and Isoquinolinium Ylides from Aryl Diazoesters: Their Application in the Synthesis of Diverse Dihydroindolizine

Blue light-emitting diode-mediated environmentally sustainable three component reactions among pyridine/isoquinoline 1/2, aryl diazoesters 3, and acrylic ester/3-alkenyl oxindoles 5/6 provide various dihydroindolizines 7 to 9 in excellent yield. The principle of the strategy is photolytic generation of nitrogen ylides from N-heteroarenes and aryl diazoesters and their subsequent [3 + 2] cycloaddition reaction with dipolarophiles. Detailed mechanistic analysis of the transformation through control experiments establishes this strategy as the foundation for the photolytic multicomponent reaction.

Visible Light-Promoted Sulfoxonium Ylides Synthesis from Aryl Diazoacetates and Sulfoxides

A visible light-promoted reaction of donor/acceptor diazoalkanes with sulfoxides towards the synthesis of synthetically useful sulfoxonium ylides was reported. The reaction occurred under sole visible light irradiation without the need of any transition-metals or additives, affording the corresponding sulfoxonium ylides in moderate to good yields. The success of late-stage modification of natural isolates or drug candidates, scale-up reaction and transformation of sulfoxonium ylides to other useful molecules further rendered the approach valuable.

Visible-light-promoted selective: O -alkylation of 2-pyridones with α-aryldiazoacetates

A visible-light-promoted O-H insertion reaction between 2-pyridones and α-aryldiazoacetates has been developed. Upon visible light irradiation, the reaction proceeds smoothly under mild and catalyst-free conditions. A wide scope of 2-pyridones and α-aryldiazoacetates are well tolerated, and various O-alkylated 2-pyridones are obtained with perfect selectivity and good functional group tolerance. A photoinduced radical process is probably responsible for the excellent selectivity. This journal is