3493-17-2

Basic information

• Product Name: 1-(4-bromophenyl)-2-diazo-2-phenylethan-1-one
• Synonyms: 1-(4-bromophenyl)-2-diazo-2-phenylethan-1-one
• CAS NO: 3493-17-2
• Molecular Weight: 301.142
• Mol File: 3493-17-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(4-bromophenyl)-2-diazo-2-phenylethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-bromophenyl)-2-diazo-2-phenylethan-1-one(3493-17-2)
• EPA Substance Registry System: 1-(4-bromophenyl)-2-diazo-2-phenylethan-1-one(3493-17-2)

Safety Data

• Hazardous Substances Data: 3493-17-2(Hazardous Substances Data)

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 24567-06-4 2-bromo-1-(4-bromophenyl)-2-phenylethanone 
• 2001-29-8 1-(4-bromophenyl)-2-phenyl-ethan-1-one 
• 23722-44-3 1-(4-Bromo-phenyl)-2-hydrazono-2-phenyl-ethanone 

Downstream Products

• 33142-35-7 (4-bromo-phenyl)-phenyl-acetic acid anilide 

Relevant articles and documents

Gold-Catalyzed [3+2]-Annulations of α-Aryl Diazoketones with the Tetrasubstituted Alkenes of Cyclopentadienes: High Stereoselectivity and Enantioselectivity

This work reports gold-catalyzed [3+2]-annulations of α-diazo ketones with highly substituted cyclopentadienes, affording bicyclic 2,3-dihydrofurans with high regio- and stereoselectivity. The reactions highlights the first success of tetrasubstituted alkenes to undergo [3+2]-annulations with α-diazo carbonyls. The enantioselective annulations are also achieved with high enantioselectivity using chiral forms of gold and phosphoric acid. Our mechanistic analysis supports that cyclopentadienes serve as nucleophiles to attack gold carbenes at the more substituted alkenes, yielding gold enolates that complex with chiral phosphoric acid to enhance the enantioselectivity.